Rare opportunity to own a versatile AG-2 zoned property in the heart of Saint James City! Whether you're looking for a secure place to store your boats, RVs, trailers, wo...

Rare Duplex Opportunity on Nearly Half an Acre in the Heart of Bokeelia! Whether you're looking for an investment property, multi-generational living, or the perfect oppo...

PRICE REDUCTION!!Perfect Opportunity to Customize a Well Built Matlacha Home! This home sits on 100ft of deep-water Gulf access and is the second home from Matlacha Pass ...

Comfortable, updated and designed to make the most of the Pine Island lifestyle. This 3-bedroom, 2-bath island home has a bright, open feel with high ceilings, an upd...

Beautiful Oversized Lot in Kreamers Avocado in Bokeelia – A Prime Building Opportunity! Discover this spacious lot just over a half-acre located in the desirable Kreamers...

Welcome to the Bokeelia Treehouse — A Truly One-of-a-Kind Waterfront Retreat Step into something extraordinary. This stunning stilt home is built of massive post-and-b...

Rarely does a property like this become available in Bokeelia's highly sought-after Fish Streets! Set on an impressive 0.88-acre homesite—nearly four times the size of a ...

Step into coastal living at its best with this spacious and inviting 4-bedroom, 2-bath ocean-access home—designed for comfort, durability, and effortless enjoyment. El...

Welcome to this beautifully renovated property located at the north end of Bokeelia, where modern upgrades, thoughtful improvements, and extra space combine to create a t...

Nice 1/2 Acre Lot in Bokeelia. Lot is close to Charlotte Buffer Preserve. Owner Financing Availble!!!!

BUILD YOUR ISLAND LIFE — CLEARED, BUILDABLE LOT BLOCKS FROM ALDEN PINES GOLF Old Florida still exists, and this is where it lives. This 0.18-acre homesite in Bokeelia ...

Direct Gulf Access • Island Vibes • Laid-Back St. James City Living!! St. James City Waterfront Living — Minutes to Open Gulf Waters! Welcome to your slice of island ...

Island Living at an Incredible Value! Don't miss this opportunity to own an 1802 sf under air/2275 sf total beautiful partially furnished 3-bedroom, 3-bath concrete bl...

Escape the ordinary and create your own slice of Old Florida on this beautifully wooded half-acre parcel in Bokeelia. Tucked away on Hodges Drive, the property offers a w...

Experience the Matlacha island lifestyle from this charming historic home featuring direct water access, impact windows, a private garage, and an oversized yard. Located ...

Create your private retreat area. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. Almost 10 acres of Pristine Virgin Pine Island acres n...

Whether you're searching for a waterfront investment opportunity, a seasonal retreat, or your future retirement home, this charming concrete block residence offers except...

Tucked away in the quaint boating community of St. James City, this completely remodeled waterfront property offers a serene escape with direct Gulf access and breathtaki...

Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bed...

Welcome to Pine Island Cove, where an active waterfront lifestyle, wonderful amenities, and a welcoming community come together as well as owning your land (no worries ab...

New Improved Price! Welcome home to this beautifully maintained 1/2-acre property tucked away in a quiet area of Bokeelia on Pine Island. This budget friendly home has ...

Calling all boaters and fishermen. If you are looking for a home with easy access to the waters of Charlotte Harbor, Pine Island Sound and the Gulf of Mexico, then this ...

OLD Florida Seclusion on Pine Island End of a dead-end road, just 2 miles from town center. This 2.5 acre wooded parcel in AD-2 zoning is a true birdwatching paradise. C...

Build your island retreat in Isle of Pines, in Bokeelia. Just a golf-cart ride from waterfront dining at Tarpon Lodge, the boat ramps and dry storage of Safe Harbor Pinel...

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 ...

Welcome to your ultimate waterfront retreat at 3064 Sloop Ln, St. James City, Florida! This exceptional property offers the perfect blend of relaxed island living and an ...

Experience the very best of Pine Island waterfront living in this exceptional harbor front estate, where panoramic Charlotte Harbor views, unmatched boating access, and b...

Great location at Pine Island Center... Cute 2-bedrooms 2-baths, Vaulted ceilings, Nice Kitchen/Dining area Wood cabinets for plenty of space, Living area, Tile floors, ...

Spacious, Well-Maintained Home in Desirable Alden Pines Welcome to this beautifully maintained home in the highly sought-after Alden Pines community, one of Bokeelia's...

Discover the potential of this waterfront pool home in the heart of St. James City! This 2-bedroom, 2-bath home offers the perfect blend of boating, relaxation, and oppor...

Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacati...

Over 9+ Acre Gulf Access Ranchette | AG-2 Zoning | Ultimate Privacy & Endless Potential Rare parcels like this don’t come along often. Discover more than 9 acres of AG-2...

Welcome to an exceptional opportunity offering three beautifully renovated living spaces on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, an...

Corner lot with easy access to the Gulf. A nice mobile home with two bedrooms and two baths newer floors, kitchen cabinets, and paint. Property has a 5x12 dock with a bo...

Elevated two Story piling home with over 1,700 sq ft under air and large 4 car enclosed garage on 1st level. Huge workshop area. Pine Island and Bokeelia offer small...

Buy now and build later or get started today. Looking for a home? We'll connect you with the community builder or recommend another great local builder. This oversized lo...

Welcome to this beautifully maintained 2-bedroom, 2-bathroom end-unit condo in the sought-after Captains Harbor community. Sold turnkey furnished, this move-in-ready home...

Quite residential area in St James City

Built to last and designed for the waterfront lifestyle, this custom 2018 Insulated Concrete Form (ICF) home combines exceptional strength, energy efficiency, and storm r...

Back on the market before any inspections were done! Welcome to your own slice of paradise in the heart of St. James City! This beautifully furnished 2-bedroom, 2-bath ...

Experience SPECTACULAR WATER VIEWS from this beautifully positioned corner residence in the highly desirable Bocilla Island Club. This is widely considered the premier bu...

nice cleared 3/4 acre + lot. Located at Island center

Discover the unmatched charm of "Old Florida" with this pristine canvas in beautiful Bokeelia on Pine Island. Known for its world-class fishing, relaxed island atmosphere...

Rare! The amazing view from this renovated duplex on the artsy island of Matlacha is INCREDIBLE! Wake up to spectacular sunrises over the water, dolphins right there. Tha...

Amazing Opportunity! Newly Renovated, Gorgeous Island Style Stilt Home! Three Bedrooms, Two Full Baths, with a Split Floor Plan and on .49 Acres of Land! Now Available in...

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...

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 an...

Waterfront Co-Op Cottage on Pine Island — Direct Gulf & Intracoastal Access! Welcome to your slice of Old Florida paradise in this move-in ready 1BR/1BA waterfront cot...

PRICE REDUCED! ATTENTION BOATERS! IF you love salty sea air, a canal view, boating, kayaking, and fishing, then this lot is for you! Just minutes away from Gulf of Ameri...

Build your dream waterfront home in one of St. James City's most desirable boating communities! This canal-front lot offers direct, no-bridge access to open water, making...

Welcome to your own private waterfront retreat! This beautifully redesigned 4 BEDROOM POOL home has been renovated from top to bottom with exceptional attention to detail...

Experience the Essence of Island Living! Welcome to this exceptional stilt home, perfectly situated on an oversized homesite with an impressive 100 feet of freshwater ca...

This is the one!! Your very own “Homestead Starter Kit” zoned Ag-2 & cleared and ready for you. Two one acre parcels located in the heart of St. James City on Pine Island...

NEW CONSTRUCTION WITH WARRANTY. Experience modern Florida living in the beautifully designed Sandollar Model by Turnbary Homes. This new construction home offers 3 bedroo...

NEW CONSTRUCTION WITH WARRANTY. Welcome to the Sunset Model—a thoughtfully designed new construction home offering the perfect blend of style, comfort, and functionality....

Imagine building your custom dream home on this exceptional 1.2-acre cleared homesite in the peaceful island community of Bokeelia. Perfectly positioned just a half mile ...

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 ...

WHERE COASTAL RESILIENCE AND LUXURY DESIGN CONVERGE Direct Gulf-access waterfront residence comprehensively rebuilt and completed in May 2026. Located just moments fro...

Beautiful renovated waterfront Home in Cherry Estates – Move-In Ready! Don't miss this incredible opportunity in the highly desirable Cherry Estates community on Pine ...

Undeveloped 2 lots with 17.15 Acre's and frontage on Game Bird Ln. Direct access to bay for boating. Owner will seller finance 20% down and 6 % interest for 5 years.

Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stu...

BUILD YOUR ISLAND DREAM HOME ON OVER HALF AN ACRE! Nestled in the heart of Pine Island, this oversized 0.51-acre homesite offers the perfect opportunity to create your ow...

Exceptional waterfront opportunity in the heart of St. James City! This canal-front homesite offers the perfect setting to build your custom island retreat among an area ...

Stunning Waterfront Estate in Bokeelia. Experience exceptional waterfront living in this beautifully crafted freshwater-front estate offering approximately 2,129 square f...

Just over an Acre of Pure Island Serenity! Nestled at the end of the cul-da-sac for total privacy, this beautifully landscaped property offers a unique courtyard-styl...

Margaritas, sunsets, and island time await at this waterfront retreat in the heart of St. James City. Designed for those who dream of a laid-back tropical lifestyle, this...

Imagine your private santuary! Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. 17+ Pristine Virgin Pine Island acres near open water on...

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...

Welcome to your waterfront paradise in the heart of St. James City! This beautifully remodeled 3-bedroom, 2-bath home offers direct Gulf access with quick boating access ...

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 offe...

FLAMINGO BAY FULL 80'X180' LOT...Great opportunity to enjoy the quality of life this beautiful area has to offer. The many benefits of having your new Southwest Florida h...

Historic Matlacha Vacant lot ready to build your Bayfront Island Home.. Unique opportunity to build a Colorful Island Cottage with a new seawall and raised fill dirt... ...

Corner of Stringfellow and Beach Daisy Ln in Bokeelia "2.5 acres" .. This property is not totally cleared... zoned for single family or Agriculture.. North end of Pine ...

Welcome to a great waterfront opportunity in St James city, you can own a new home with new A/C and brand new septic field in a community that offers quick access to the ...

Cleared Waterfront lot with direct Gulf Access on the north end of Pine Island in Knights Bokeelia Isle. NO BRIDGES HERE. Minutes by boat to Charlotte Harbor and a short ...

A Dream Historic property... 7.5 Acres in Bokeelia Built in 1949 a wood frame 2/2 classic Island house, wood floors in Excellent condition.. Check out the Tiki deck area ...

YOUR MATLACHA WATERFRONT DREAM STARTS HERE – FULLY RENOVATED 3+DEN / 2 BATH – DIRECT GULF ACCESS! ALL HURRICANE IMPACT WINDOWS AND NEW ROOF - all the work has been mdone ...

Build your ideal island retreat on this cleared lot in the peaceful community of Bokeelia on Pine Island. Known for its laid-back atmosphere and authentic Old Florida cha...

Discover the perfect place to build your island dream home on this cleared lot in beautiful Bokeelia! Located in one of Pine Island's most charming communities, this prop...

Experience the best of island waterfront living at 3608 Rita Lane—offering coveted Direct Gulf access with no bridges and designed for serious boaters, anglers, and those...

ATTENTION ALL VACANT LOT BUYERS!!! This is the least expensive one acre vacant lot on Pine Island zoned Ag-2! Don't let this sweet deal get away from you! This vacant...

Classic Matlacha Cottage on an oversize lot with deep water access! This completely renovated 2-bedroom, 1.5 bath classic comes FULLY FURNISHED and is nestled right in th...

WELCOME TO YOUR MATLACHA FISHING PARADISE! Just four homes from the channel, this DIRECT GULF ACCESS waterfront retreat offers the laid-back island lifestyle that makes M...

Some of the best gulf access on Pine Island. Be in San Carlos Bay in less than 5 minutes. From there you can access all the outer islands, restaurants, bars, some truly...

Discover the possibilities on beautiful Pine Island with this oversized approximately ½-acre homesite tucked away at the end of a quiet road. Offering added privacy and p...

We are proud to present your slice of paradise on Pine Island with this rare gulf-access waterfront lot located in the peaceful boating community of St. James City. This ...

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 m...

Waterfront Paradise in Matlacha Isles – Sailboat Access, Pool/Hot tub & Dual Boat Lifts Experience the ultimate Southwest Florida waterfront lifestyle in this beautifull...

Rare Double-Lot Oasis! Cleared 1-Acre Parcel in Desirable Bokeelia – Ready for Your Dream Island Home! Escape to the tranquil paradise of Pine Island and build your ultim...

WOW! OWNER FINANCING!! AMBERJACK HARBOR, CLEARED 60FT. WIDE LOT southern exposure, WITH DIRECT GULF ACCESS, NO BRIDGES, DEEP WATER DOCKAGE, NEW SEAWALL, NEW WRAP AROUND C...

THIS RESIDENCE HAS BEEN REMODELED FROM THE SLAB TO THE ROOF! THREE MASTER SUITS!!! NEW INTERIOR: NEW DRYWALL / PAINTED AND TEXTURED, NEW KITCHEN CABINETS AND VANITIES, NE...

Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal e...

Build your dream home in the charming island community of Bokeelia, located on beautiful Pine Island, Southwest Florida's largest island and one of its best-kept secrets....

Island Life at Its Finest! Welcome to this charming 1-bedroom, 1-bath condo located just minutes from the center of town, offering convenient access to shopping, dining,...

Discover 2.54 acres of vacant Pine Island acreage in the quiet Bayview Ranchettes area of Bokeelia. Zoned AG-2, this oversized parcel offers the flexibility to build a si...

Exceptional opportunity to own a turnkey, income-producing duplex in the heart of Bokeelia. Built in 2005 and featuring a new roof installed in 2023, this well-maintained...

4 BED 2 BA Canal front pool home located on a hugh corner lot. The home is ground level above grade so it experienced no water intrusion for our recent hurricanes. The pr...

LOCATION LOCATION LOCATION! Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking pan...

Commercial lot on Stringfellow Rd In St James City on Pine Island. Uncleared 2.27 Acres total, CS commercial zoned. Pine Island is the Largest Island in Florida and is...

Commercial lot on Stringfellow Rd In St James City on Pine Island. Uncleared 5 Acres total, C-1 commercial zoned. Pine Island is the Largest Island in Florida and is s...