3 Beds ⋅ 2 Baths ⋅ 2026040187 MLS

An opportunity like this rarely becomes available on Pine Island! Nearly 5.5 acres of mostly cleared, usable land with AG zoning, public water, a private well, irrigation, gated entry, and an existing 3-bedroom, 2-bath home offer a unique opportunity for anyone seeking space, flexibility, and the freedom to pursue an agricultural or homestead lifestyle. Set along Stringfellow Road, this property offers the kind of acreage that is increasingly difficult to find on Pine Island. The land has previously been used for agriculture and includes irrigation that can support the property’s potential nursery or mango operation. Whether your vision is an island homestead, agricultural venture, nursery, growing operation, hobby farm, or simply owning a substantial piece of Pine Island with room to spread out, this property deserves a serious look. The existing home provides a comfortable base while you develop the property around your vision. Recent improvements include a newer HVAC system, impact windows and front door, and luxury vinyl flooring, providing a solid foundation for immediate occupancy or future updates. Soak in the pool after a day of farm work or after coming in off the boat, with a catch of local favorites: Snook, Redfish, and Grouper. The barn also adds value, with a structure already in place to work from or store all the toys you could want on an island farm with quick access to Pine Island Sound. The zoning and potential agricultural exemptions add another important layer of value and flexibility. The gated entrance just off the main road provides privacy while the expansive acreage gives you something increasingly rare in Southwest Florida: room to breathe, room to work, and room to create. And then there is the Pine Island lifestyle. Spend your mornings tending the property, growing your own produce, working with plants, or simply enjoying the privacy of your own acreage. When the day's work is done, you're minutes from Pine Island's legendary boating, fishing, waterfront restaurants, marinas, and the laid-back Old Florida lifestyle that makes this island so special. If you've been looking for a property where you can live, work, grow, and build your own Pine Island vision, you need to see this in person. Properties with this combination of acreage, zoning, infrastructure, and location are truly once-in-a-lifetime.

5228 Stringfellow Road, St James City

Listing Courtesy of Castaways Island Realty LLC

$545,000

3 Beds ⋅ 2 Baths ⋅ 2026040191 MLS

Experience the ultimate Florida waterfront lifestyle in this beautiful, well maintained 3-bedroom, 2-bathroom, 2-car garage home located on the highly desirable Pine Island. No flooding here and only one owner! Built for water recreation enthusiasts, this property offers direct Gulf access with no bridges, making it a true boater’s paradise. Stepping inside, you are greeted by a neutral color palette that provides a perfect canvas for your creative interior ideas. This home features nice-sized, spacious rooms adorned with durable tile flooring throughout and upgraded laminate plank flooring in the bedrooms. The kitchen is a chef's delight, boasting ample cabinets, countertop space and a large breakfast island that serves as the perfect hub for morning coffee or casual entertaining. Through the triple sliding glass doors, the living area opens seamlessly to a comfortable lanai overlooking the wide gulf-access canal. Step down to your private captain’s walk, complete with a boat lift, ready to launch your next saltwater adventure. This home also offers peace of mind with numerous high-value updates, including Laminate flooring (2024), New roof (2022), New hot water heater (2022), Re-enforced seawall (2021), AC system (2019) and new electric panel. Don’t miss this rare opportunity to own a piece of Pine Island paradise where your boat is docked right in your backyard! All information deemed reliable but not guaranteed. Buyers to do due diligence.

2311 Sycamore Street, St James City

Listing Courtesy of Hamilton Franklin Realty LLC

$599,000

3 Beds ⋅ 2 Baths ⋅ 2026037929 MLS

Experience owning a slice of paradise in this fully and tastefully remodeled home. Each room has been extensively updated to enjoy comfortable island living within these light filled spaces. The new kitchen and baths with walk-in showers are amazing. Also a metal roof was installed three years ago, and recently a water heater. This area of the island is golf cart friendly so you may ride it to local restaurants, bars, shopping or simply cruise around the entire neighborhood. Whether used as a full-time residence, seasonal, or an investment property this home would easily fit your desires. Pine Island is a nature lover's paradise in addition to offering access to world class fishing. It has several county parks plus a bike path almost the entire length of the island. Are you a baseball fan? Southwest Florida has many MLB spring training locations all within an easy drive. If you enjoy sun, salt, fishing, boating, baseball or great fresh seafood, Pine Island is the right place for you and your family. Start living on "Island Time."

2471 AVOCADO Street, St James City

Listing Courtesy of Experience Real Estate Group

$240,000

2026035960 MLS

Build your ideal Pine Island retreat on this oversized 80x180 clear lot located on quiet Flamingo Drive in Saint James City. This property is ready for your new manufactured home. Enjoy direct water access, the lot sits high and open offering easy build ability and ample space for parking, outdoor living and storage. The HOA is voluntary that includes use of the pool & boat ramp if you chose to join. It is close to marinas, waterfront dinning and all the charm of Pine Island living. This homesite offers exceptional value for a seasonal get away or full time Florida lifestyle. Just minutes out to great fishing or visiting the Cayo Costa Beach.

5127 Curlew Drive, St James City

Listing Courtesy of DomainRealty.com LLC

$325,198

2026031044 MLS

Create your private retreat area. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. Almost 10 acres of Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows:328' x 1369' x 328' x1368'

TBD Masters Landing Drive, St James City

Listing Courtesy of Century 21 Sunbelt Realty

$342,423

2026027336 MLS

Treasure Hunt! 10+ Pristine Virgin Pine Island acres near open water on offer for your consideration in the Master's Landing vicinity. The address is not yet determined. The approximate measurement is as follows: 332' X 1367 (10+acres)'. Walk past the corner of Masters Landing Dr. Go east of Pirate Landing Ln there is a paper road once at the corner of those two roads you walk about 573 feet and you will be at the SW corner of this unamed parcel which is situated to the east of mls#2026025968 and shares a property line with it. Together these contigous parcels comprise a 27+ acre opportunity. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers anyone looking to build a unique estate.

TBD Masters landing Drive, St James City

Listing Courtesy of Century 21 Sunbelt Realty

$501,790

2026025968 MLS

Imagine your private santuary! Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. 17+ Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows: 1357x573x1367x573

TBD Pirate Landing Lane, St James City

Listing Courtesy of Century 21 Sunbelt Realty

$195,000

2026020209 MLS

Waterfront Gulf Access Lot – St. James City, Pine Island Build your dream waterfront home on this exceptional gulf-access lot in St. James City with no HOA restrictions. This property features a newer 52-foot concrete seawall and cap built by Honc Marine Construction, ideal for larger vessels, sailboats, and serious boaters. Enjoy one-turn access to the Intracoastal Waterway and minutes by boat to Sanibel, Captiva, and Fort Myers Beach, offering some of the best boating, fishing, and island hopping in Southwest Florida. A brand-new thick reinforced concrete pad is already in place, ready for a stilt home or mobile/modular build. City water and sewer are available (no well or septic needed), saving thousands in construction costs. A modular home floor plan is included for buyers looking to fast-track their build. This lot was previously the site of a highly profitable Airbnb rental, demonstrating strong income potential for short-term rental investors. The parcel is on the larger side for this neighborhood, offering extra space for parking, storage, outdoor living, or future expansion. No HOA, no deed restrictions, and endless possibilities!

3814 Dewberry Lane, St James City

Listing Courtesy of LISTWITHFREEDOM.COM

$299,000

2 Beds ⋅ 2 Baths ⋅ 2026016776 MLS

Welcome to your perfect slice of island living! This beautifully updated 2-bedroom, 2-bath cottage on Pine Island offers everything you need, whether you’re searching for a relaxing getaway or your forever home. This home has been completely renovated with hurricane hardening in mind, featuring a durable metal roof and a strong track record through recent storms with minimal impact. Step inside and enjoy a comfortable, move-in-ready space designed for easy coastal living. Relax and unwind on the large screened porch, perfect for enjoying those island breezes, or take advantage of the oversized storage area and bonus room, ideal for a workshop, hobby space, or easily converted into additional living space. What truly sets this property apart? Opportunity. The sale includes the adjacent 75x150 parcel, giving you room to expand, build a second home, store your boat and toys, or even run a small business. The possibilities here are endless. And for the boating lifestyle? It doesn’t get easier than this is a community boat ramp sits directly across the street, offering quick and convenient access to the water with no fees. All of this is tucked away in the laid-back charm of Pine Island, yet just 30 minutes to Cape Coral and Fort Myers, giving you the perfect balance of island tranquility and city convenience. If you’ve been dreaming of space, flexibility, and true Southwest Florida living....this is it

5841 Sabal Avenue, St James City

Listing Courtesy of The Keyes Company

Selling Office: .

$300,000

2 Beds ⋅ 2 Baths ⋅ 2026012849 MLS

Welcome to your island getaway located in Saint James. This home is perfectly designed for the ultimate waterfront enthusiast. Situated on an oversized direct Gulf access lot, this property offers ample dock space for multiple boats and includes a covered 10,000 lb boat lift. Inside, you’ll find a well-appointed layout featuring 2 bedrooms, 2 bathrooms, and a spacious 2 car garage. Recent upgrades provide peace of mind and modern comfort, including a new AC (2024), water heater (2025), and kitchen appliances (2023). Luxury vinyl plank flooring was installed throughout in 2023, adding both style and durability, while hurricane shutters added in 2024 enhance storm protection. A partially fenced yard offers the perfect space for pets to roam, completing this move-in-ready coastal retreat.

3932 Phoenix Drive, St James City

Listing Courtesy of RE/MAX Trend

Selling Office: .

$700,000

3 Beds ⋅ 2 Baths ⋅ 2025019210 MLS

NEW METAL ROOF APRIL 2026 Spectacular canalfront living awaits in this fully furnished 3-bedroom, 2-bathroom pool home—ready to enjoy immediately or continue as a successful Airbnb/VRBO. Situated on the highly desirable Monroe Canal, one of Saint James City's widest and deepest waterways, this property is a true boater's paradise. Boating enthusiasts will enjoy the utmost in maritime convenience with unobstructed, deep-water access that accommodates sailboats and motorboats with no height or depth restrictions. From your dock, you have quick, direct access to San Carlos Bay, Pine Island Sound, the Gulf of Mexico, and world-class destinations like Sanibel, Captiva, Ft. Myers Beach, and Cayo Costa! With no HOA and stunning views from every window, this home is bright, airy, and designed for comfort, convenience, and entertaining. The main living area features a spacious combined living and dining space, perfect for gatherings. The kitchen includes a gas stove top on the island with hood, all new appliances, and ample storage, including loft storage in the guest room and cedar-lined window seat storage. The primary suite is a private retreat with balcony access, an ensuite bathroom with tub/shower combo, and access to an enormous attic with a finished floor, 10-foot ceilings, ventilation, and walk-around space. One guest bedroom has private access to the pool and deck, while the other shares the full guest bathroom, recently updated with a new vanity. The ground floor is fully enclosed and air-conditioned, renovated with waterproof PVC wall panels, and plumbing is already installed to add an additional bathroom if desired. Outdoor living is exceptional, with a two-story deck, heated saltwater pool (renovated 2023 with new heater and saltwater system), fenced for safety, and privacy enhanced by mature landscaping. The waterside beckons you to unwind by the pool or head down to the dock, where playful dolphins are frequent visitors. Relax on your lanai, listen to the rolling tarpon, and enjoy bird watching right from your backyard. The 10,000-lb boat lift has a new motor, and the dock offers water, electric, and new decking. The outdoor AC unit is elevated to the first floor to remain unaffected by hurricanes. The septic tank was pumped in 2023. Located just yards from the marina, the home offers easy pedestrian access to waterfront restaurants and the local fish market. The St. James community allows golf carts on the roads and hosts lively events such as boat parades, family weekends, and live music. Just minutes to open water and a ½-hour boat ride to Sanibel, this custom-built 1998 home with impact-resistant doors and windows perfectly blends indoor/outdoor living, waterfront amenities, and the Florida lifestyle—ideal as a full-time residence, vacation retreat, or income-producing Airbnb/VRBO.

2291 Palm Avenue, St James City

Listing Courtesy of Redfin Corporation

Selling Office: .

$165,000

2025014802 MLS

RARE OPPORTUNITY! Beautiful vacant lot in the heart of St. James City! Perfect for your island dream home or future investment. Enjoy the laid-back Pine Island lifestyle surrounded by tropical nature, boating, fishing, and stunning sunsets. Conveniently located close to marinas, waterfront restaurants, shops, and parks, with quick access to Bokeelia and Matlacha. Don’t miss your chance to own a piece of paradise in St. James City!

6580 Stringfellow Road, St James City

Listing Courtesy of Century 21 Allpoints Realty

Selling Office: .

$441,000

3 Beds ⋅ 2 Baths ⋅ 2025010667 MLS

Stunning, turn key and stunning is the best way to describe this beautiful home on the Gulf. Located on a 96' wide canal that can get you to the gulf within minutes. Home is offered fully furnished. Everything about this home has been remodeled and made perfect with modern shaker cabinets, luxury tile work and a spacious living area. 3 bedrooms offer plenty of space for overnight guests complete with black out shades for a restful sleep. Complete with 2 bathrooms offering natural light with modern elegance. Like the outdoors? Step outside to the screened lanai and enjoy hours of quiet time watching the passing boats while soaking in your own private hot tub. Home comes complete with a new roof in 2022, new seawall, and dock. New boathouse and jet ski lift with canopy are ready for you to enjoy! All doors and windows are hurricane impact as well as completed with doorway flood barriers at each entry point. Ask your agent for more information on all of the homes features and set up your private viewing today and start making new memories on sunset decks tomorrow!

2351 Oleander Street, St James City

Listing Courtesy of Century 21 Integra

Selling Office: .

$49,900

2025006947 MLS

***NO WETLANDS, ALL USABLE LAND*** Tucked away on what is kindly referred to as "The Alaska Streets", this nearly half acre lot is a great investment to build your beautiful island dream home. This lot has been cleared three (3) times in the past five years (last 11/22) and is primed for a residential build. It is on a privately maintained road with little to no traffic and only three other homes. Located less than two miles south of Island Center the location gives you easy access to either end of the seventeen mile long island, Matlacha, Cape Coral and Punta Gorda. The Island Center has a library, community swimming pool, park, tennis courts, two grocery stores, numerous restaurants and banks, Pine Island Water, two gas stations, two car washes and hardware store. This community has its own member owned island water available, sewer would be septic and other utilities such as phone and cable are available. Pine Island is a beautiful tropical island with many tree farms, plant nurseries, largely a fishing and boating community with ramps all over the island, making it convenient to launch and boat to any of the barrier islands and the best area beaches within just minutes. The island is a thriving artists community and a very relaxing environment. Fire/Police protection provided by The Pine Island - Matlacha Fire Protection District and the Lee County Sheriff's Office. Sellers are the owners and listing agents. PID is: 04-45-22-05-0000F.0060 An almost identical sized neighboring lot is also available (8756 Nome Ct.)

8746 Nome Court, St James City

Listing Courtesy of RE/MAX Trend

$415,000

4 Beds ⋅ 3 Baths ⋅ 2025001113 MLS

SELLER FINANCING POSSIBILITY! An Exclusive and Rare Opportunity now available in beautiful Saint James City! Properties like this one don't come on the market often. The seller has owned the home since 1993, and it has never flooded. Discover this charming completely renovated exterior and interior in 2023, 4-bedroom, 2.5-bath cottage-style bungalow; including a 400 sq ft screened-in room on a total of 1.8 unrestricted acres in the heart of the town. Both the house and the screened-in room have a newer roof. The property is on city water. Big Bonus: There is a 400 sq feet metal shed (it has electricity) providing convenient storage for your vehicles and belongings. The land has a private well with a brand new pump that comes with 5 years warranty. The well casing goes down 160 feet, the pump itself is at 60 feet deep. The actual well water level is at about 3-5 feet from ground surface producing plenty of water. The 12-zone sprinkler system, is supporting over 100 mature tropical fruit trees like Papayas, Lychee, Longan, Bananas, Lime, different varieties of Mangoes, etc. Enjoy peaceful living with closely located restaurants, shops, grocery stores, and churches. Publix is less than 5 min away. Saint James City offers easy access to some of Southwest Florida's most beautiful waterfront destinations. Don’t miss this gem, a rare in-town retreat. Come and see it before it is too late!

10464 Betsy Parkway, St James City

Listing Courtesy of RE/MAX Trend

Selling Office: .

$1,000,000

224098403 MLS

38 acres Total.. 2 parcels, 1 acre lot on stringfellow, 37 acre lot with overgrown palm grove with weed and brush... Well & Well house. Approximately 13.8 acres are Mangrove wetland. Located on West side of Stringfellow from the Winn Dixie Shopping Center.

10011 Stringfellow Road, St James City

Listing Courtesy of Century 21 Sunbelt Realty

$799,000

224100876 MLS

LARGE BAY FRONT LOT WITH A 100FT LONG DOCK AND SEAWALL! Absolutely Amazing views of Matlacha Pass!!! One of the very few Bay Front Lots left!! This oversized lot (over 1/3 acre) is ready for your new Florida Dream with waterfront views from both the front and rear of the home!! There is an Incredible dock with concrete pilings and high end decking- 100ft long x 5ft wide with a 20ft x 5ft Landing at the end! The boating does not get any better from here! You are a quick boat ride to Sanibel, Picnic island, and the Gulf of Mexico!! This is a great deal, lots similar to this on Fort Myers Beach and Sanibel sell in the millions! Make an offer today!

2226 8th Avenue, St James City

Listing Courtesy of Gulf Gateway Realty, Inc.

$258,000

225001937 MLS

RARE GULF ACCESS WATERFRONT OPPORTUNITY WITH NO BRIDGES! Discover one of the most versatile waterfront parcels available on the highly desirable south end of Pine Island. Offering DIRECT GULF ACCESS with NO BRIDGES, this property is a boater’s dream with convenient access for fishing, boating, and exploring Southwest Florida’s incredible waterways and surrounding islands. What truly sets this property apart is its MIXED-USE ZONING, offering both residential and commercial possibilities. Whether you envision a private waterfront residence, an investment opportunity, a boutique business, or a unique combination of uses, this property offers incredible flexibility for your future plans. Even better, a BRAND-NEW SEAWALL has already been installed, providing significant added value and eliminating a major expense and project for the future owner. Located in a charming coastal community known for its laid-back island lifestyle, natural beauty, and exceptional boating access, opportunities like this are becoming increasingly difficult to find. With waterfront access, no bridges, mixed-use potential, and a new seawall already in place, this is more than just vacant land—it’s an opportunity to create something truly special. BUILD. INVEST. BOAT. LIVE THE ISLAND LIFESTYLE. Secure your piece of Pine Island and bring your waterfront vision to life!

2891 Oleander Street, St James City

Listing Courtesy of Realty One Group MVP

$288,000

2 Beds ⋅ 2 Baths ⋅ 225042700 MLS

One of the very largest available lots in Saint James City. 2.5 lots with 100 feet of seawall on the canal. Just under 1 mile from the home to the open waters of San Carlos Bay. A boaters and fisherman`s dream get-away resort. 10,000 boat lift with a metal hard covered roof. Don`t let the age fool you. Welly maintained as the owner is a retired contractor. New AC in 2024 and new roof in 2023. Newer Sunroom addition measures 11.5 ft. by 28.5 ft. and includes a separate mini-split AC with remote. Master bedroom with large cedar lined closet walls. Large detached workshop, 11.5 x 13.5 with electrical outlets and lighting. Additional 8 x 6 ft. aluminum shed for bicycles and boat equipment. This home is move-in ready and can easily be upgraded to your desires.

3891 Cruz Drive, St James City

Listing Courtesy of RE/MAX Realty Group

Selling Office: .

$49,900

224038994 MLS

***NO WETLANDS, ALL USABLE LAND*** Tucked away on what is kindly referred to as "The Alaska Streets", this nearly half acre lot is a great investment to build your beautiful island dream home. This lot has been cleared three (3) times in the past five years (last 11/22) and is primed for a residential build. It is on a privately maintained road with little to no traffic and only three other homes. Located less than two miles south of Island Center the location gives you easy access to either end of the seventeen mile long island, Matlacha, Cape Coral and Punta Gorda. The Island Center has a library, community swimming pool, park, tennis courts, two grocery stores, numerous restaurants and banks, Pine Island Water, two gas stations, two car washes and hardware store. This community has its own member owned island water available, sewer would be septic and other utilities such as phone and cable are available. Pine Island is a beautiful tropical island with many tree farms, plant nurseries, largely a fishing and boating community with ramps all over the island, making it convenient to launch and boat to any of the barrier islands and the best area beaches within just minutes. The island is a thriving artists community and a very relaxing environment. Fire/Police protection provided by The Pine Island - Matlacha Fire Protection District and the Lee County Sheriff's Office. Sellers are the owners and listing agents. An almost identical sized neighboring lot is also available (8746 Nome Ct.).

8756 Nome Court, St James City

Listing Courtesy of RE/MAX Trend

Pine Island Homes for Sale

Pine Island - St James City Florida Homes for Sale