Search Listings

$299,000

Single Family Residence

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…

$45,000

Build your island retreat on this .5-acre lot ideally located in the heart of Bokeelia. Situated on a private road, this property offers a peaceful setting while still being close to town. Enjoy convenient access…

$599,900

Single Family Residence

Welcome to this beautifully maintained and move-in-ready home that perfectly blends comfort, style, and convenience. Nestled in the private community of Isle of Pines, this property offers an inviting open-concept layout filled with natural light,…

$150,000

Single Family Residence

Opportunity to own 1.3 acres at 5427 Easy St. This property has sustained significant damage from multiple hurricanes over the past 3 years and is being sold for land value only. The existing structure is…

$354,900

Single Family Residence

Offering $7,500 seller concessions!! This charming 2-bedroom, 2-bathroom home is the perfect island getaway, offering a beautiful and comfortable space both inside and out. The interior features high cathedral ceilings that create an open, airy…

$335,000

Manufactured Home

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…

$1,850,000

Single Family Residence

Welcome to your slice of paradise, this one-of-a-kind custom hand-built "Keys" home sits on approximately 25 +/- acres of tropical landscape, surrounded by lush fruit trees, towering Royal and Coconut palms, and abundant wildlife. If…

$459,999

Single Family Residence

Brand new construction in beautiful Bokeelia! This stunning 3 bed, 3 bath home sits on half an acre and offers just under 1,600 sq ft of modern living. Featuring all tile flooring, quartz countertops, impact…

$175,000

Build your dream home on this Gulf access homesite in Bokeelia, offering direct boating access to the surrounding waterways and the Gulf of Mexico. This single-family residential lot is ideally situated in a quiet area…

$37,500

Here's your chance to own a piece of paradise on beautiful Pine Island! This vacant lot is located in the charming community of Bokeelia, offering a rare opportunity to build what you want, when you…

$37,500

Build Your Dream in Bokeelia! Here's your chance to own a piece of paradise on beautiful Pine Island! This vacant lot is located in the charming community of Bokeelia, offering a rare opportunity to build…

$45,000

Cleared lot in Bokeelia, AND its in flood zone X! The seller has three lots available, all side by side.

$45,000

Cleared lot in Bokeelia, AND its in flood zone X! The seller has three lots available, all side by side.

$2,500,000

Property of 24.8 acres opposite of Burgess Island with Cabbage Key, Captiva and Sanibel Islands nearby. You can take ferry across serene waters of Pine Island to the nearby islands with Cayo Costa State Park…

$799,000

Prime Commercial Lot – Pine Island RoadUnmatched Location & VisibilityThe only road onto Pine Island, situated in the heart of downtown.High-traffic corridor with excellent exposure. https://app.visualprophotography.com/sites/5401-pine-island-rd-bokeelia-fl-33922-5580134/branded Next door to the brand-new 7-Eleven and directly across from…

$55,590

Build your dream home in this highly sought after area in Pine Island. Lot next door is also for sale, giving you the opportunity to own approximately 1/2 acre once combined.

$39,900

Nicely cleared lot in Bokeelia on Pine Island Florida in the highest elevation on the island. Live on one of the last undeveloped barrier Islands in Southwest Florida. Conveniently located just off the main drag…

$335,000

Single Family Residence

Charming Pine Island Stilt Home with Attached Apartment – Ideal for Bed & Breakfast or Airbnb Ventures! This distinctive Pine Island property – a rare find among stilt homes with a fully permitted lower level,…

$368,000

Single Family Residence

Discover the charm of island living in this well-maintained 3-bedroom, 2-bath home on nearly half an acre in Bokeelia. The home features an open floor plan with vaulted ceilings, impact-resistant windows, and a newer roof…

$239,900

Single Family Residence

Your perfect Bokeelia island retreat is here! Welcome to this beautifully updated home featuring a new roof installed in 2024, offering peace of mind for years to come. Step inside to discover a spacious, light-filled…

$904,000

Single Family Residence

Nestled in the tranquil fishing community of Bokeelia on Pine Island, Florida, this home offers a private retreat with close proximity to local amenities. This 3 story, pool home is located at the end…

$2,750,000

Single Family Residence

Welcome to Blackstone, designed and built by Blue Sky Design + Allied Steel [known for work with Tesla, NASA, and Rolls Royce] offers a peaceful, modern, and comfortable lifestyle that is an effortless extension of…

$689,900

Single Family Residence

Spectacular canalfront living awaits in this 3-bedroom, 2-bathroom pool home on the Monroe Canal, sold fully furnished and ready to enjoy or continue as a successful Airbnb/VRBO. With no HOA and stunning views from every…

$250,000

Single Family Residence

Welcome to this charming home located on Pine Island. Investor special...This property boasts a spacious layout with ample natural light throughout. The well-appointed kitchen offers modern appliances and plenty of storage, while the inviting living…

$280,000

Single Family Residence

Welcome to your own piece of paradise in Bokeelia, Florida! This charming single family home boasts 2 bedrooms, 1 bathroom, and a prime location near the Gulf of Mexico. Imagine waking up each morning and…

$799,000

Single Family Residence

Tropical Oasis in the Heart of St. James City!Welcome to boaters' paradise! This beautifully maintained 4-bedroom, 3.5-bath, waterfront home offers the perfect blend of island charm and modern comfort. Nestled in the vibrant and…

$38,000

Great Area of Pine Island in Tropical Point. Nice small picnic area and beach within walking distance. Neighborhood has a primitive boat ramp on Sabal near beach that is good for small power boats and…

$199,000

Manufactured Home

Welcome to 5529 Rainbow Dr – a beautifully maintained 3-bedroom, 2-bath manufactured home nestled in the peaceful surroundings of Bokeelia, Florida. This home features an open floor plan that creates a bright, airy atmosphere perfect…

$1,300,000

Single Family Residence

This luxurious home has a completely PAID OFF SOLAR PANEL system with emergency battery back-up that automatically kicks in if the power goes out...currently keeps the electric bill around $53 per month! NO HOA for…

$479,900

Single Family Residence

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…

$949,000

Single Family Residence

Welcome to 4093 Sunshine Boulevard, a truly exceptional custom-designed and built home by Stearns Custom Builders in 2016, offering the quality, craftsmanship, and thoughtful design of a new custom build—without the wait. Built to code…

$32,500

Pine Island vacant lot ready for you to experience true island living! Centrally located on the island, this property offers convenient access to St. James City to the south and Bokeelia to the north, known…

$569,900

Manufactured Home

AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading. Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned…

$300,000

Single Family Residence

This home has been completely redone and is already a successful Airbnb, bringing in a steady income. It’s located super close to the very tip of Bokeelia, so you’re just minutes away from boat ramps…

$750,000

Single Family Residence

Florida Living at Its Finest – Island Life Meets Income Potential! Tropical Fruit Orchard -- 3.9 acres oasis Discover your own private paradise just minutes from the charming fishing village of Matlacha, where island life…

$145,000

This 1.2 Acre lot is cleared and zoned AG-2. Located in Bokeelia this lot is minutes away from Four Winds Marina, Jug Creek Marina and Lavender’s Landing Boat Ramp. Build your dream home and launch…

$749,000

Single Family Residence

Discover island living with space to grow at 12070 Bohman Lane in Bokeelia. Tucked away in a peaceful and private setting, this property is zoned Agricultural, offering rare flexibility and opportunity on Pine Island. This…

$263,000

MOTIVATED SELLER PRICED TO SELL RARE GULF ACCESS MIXED USE WATERFRONT LOT NO BRIDGESDon’t miss this exceptional opportunity to own one of the most versatile waterfront parcels in the highly desirable south end of Pine Island.…

$62,000

Over Half an Acre of a cleared site that provides access from two streets. The perfect site to build your dream home. Location, Location, Location!

$299,000

This Horseperson's dream property is a perfect getaway in the paradise of Pine Island, close to fishing, boat ramps, and many waterfront restaurants and bars. 2.56 acres with stellar improvements. Property has well…

$49,900

***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…

$49,900

***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…

$699,900

Vacant Commercial property with 3.87 acres located on the main corridor of Pine Island, near the center. Next door to Dollar General Store, close to the Winn-Dixie shopping plaza. There are 2 entrances for this property.…

$34,500

Build your dream home on this spacious half-acre lot in beautiful Bokeelia on Pine Island! This prime piece of land offers endless possibilities—whether you’re planning a coastal getaway, a full-time residence, or an investment property…

$890,400

Seller Financing Available 15901 Stringfellow Road, a 12.72± acre parcel, located in Bokeelia on Pine Island. This property is well-suited for an operator seeking immediate agricultural capabilities, a hobby farm, a large residential estate lot, or…

$33,900

Great deal on a cleared lot in the highly sought after Pineland area of Bokeelia. You are just a few minute golf cart ride from Pineland marina, the historic Tarpon Lodge and Alden Pines golf…

$799,000

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…

$1,000,000

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…

$49,000

.51 Acres in Bokeelia. In desirable, exclusive NO FLOOD ZONE. OWNER FINANCING AVAILABLE. 25% down, 10%, 10 yrs. $12,000- down, $489- per month. Size is 223' x 100'. Survey attached to listing. Culvert and…

$45,900

Nice 1/2 acre lot on a cul-de-sac street in a great neighborhood just waiting for a new home. Easy access to major thoroughfare and close to Pine Island Center for shopping, restaurants, community pool, museum…

$19,700

Great deal for a vacant lot in the Pineland area of Bokeelia. Located only a few lots off Stringfellow Rd and only a few minute golf cart ride to Pineland marina, the historic Tarpon Lodge…

$329,000

Duplex

Great opportunity to own a property in the Island, fully rented and recently renovated. new kitchen cabinets, floor, paint and a huge lot. Each unit brings $1700 a month.

$250,000

Single Family Residence

Welcome to your slice of paradise in Bokeelia! This charming 2-bedroom, 1-bath home sits on a spacious double lot and is the perfect spot for a full-time residence, vacation home, or Airbnb.You'll love the huge…

$258,000

Single Family Residence

Bokeelia ISLAND LIVING at its Best! CHECK THIS HOME OUT! Charming Two Bedroom Two Full Bath Home Close to Public Boat Launch, Restaurants, and Charlotte Harbor! Lovely Arched Exterior Entry with Open Patio. Bright Living…

$299,900

Manufactured Home

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…

$725,000

Single Family Residence

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$900,000

Single Family Residence

Surrounded by lush Florida foliage and spanning 2.58 private acres in Bokeelia, this custom-engineered Pine Island estate offers luxury living paired with structural confidence. Rebuilt in 2006 following Hurricane Charley, the home was designed from…

$349,900

Single Family Residence

For over 30 years, the current owners have lovingly cared for this enchanting Bokeelia retreat—and the moment you arrive, you’ll understand why it captured their hearts for over three decades. Set on a rare one-acre…

$339,000

Single Family Residence

SELLER MOTIVATED- ENTERTAINING ALL OFFERS! Frank Lloyd Wright Inspired Atrium home in St. James City! YES, PLEASE! This stunning 2-bedroom, 2-bathroom home sits on over 1/2 acre with ample space for parking a large boat,…

$465,000

Single Family Residence

NOW LISTED UNDER APPRAISED VALUE! Charming home on 1.25+ acres! This adorable 3 bedroom, 2 bathroom home has SO many possibilities. The kitchen has been updated and is GORGEOUS- stainless steel appliances, granite counter…

$460,000

Single Family Residence

Welcome to this beautifully updated 3-bedroom, 2-bathroom stilt home, perfectly situated on a .5 acres lot located in the highest area of Pine Island. Blending modern upgrades with classic coastal charm, this home offers a…

$323,900

Single Family Residence

Look no further for your island retreat! This charming 2-bed, 2-bath plus studio stilt home is brimming with history and modern updates. A new HVAC system (2024) and new METAL ROOF (2023), combined with impact…

$169,000

Manufactured Home

Motivated Seller!! Centrally located in the heart of Pine Island! This super clean 2-bedroom 2 bath home featuring a 2023 roof sits on a large lot with no HOA. This spacious home offers an open…

$389,900

Ranch,Single Family Residence

Experience the dream of moving into an essentially brand new home. This home was totally restored with tile flooring, all appliances, entire kitchen with granite top, bath vanities, electrical, plumbing & HVAC . The septic…

$159,900

Ranch,Single Family Residence

Take homeownership to the next level with this incredible investment opportunity in the heart of Bookelia Florida. Large Floor Plan Home with 4 bedrooms and 2 baths, consider the added potential and value once this…

$275,000

Single Family Residence

Welcome to 5831 Samoa Dr, featuring a spacious 3-bedroom, 2-bathroom split floor plan, with vaulted ceilings and a 2-car garage. The kitchen offers ample cabinet space, perfect for all your cooking needs. Step outside and…

$649,000

2 Story,Single Family Residence

NO FLOODING OR HURRICANE DAMAGE!!! This custom home is high and dry! This island home was built for the builder in 2015 and is filled with upgrades! This 2 story pool home is the…

$539,000

Ranch,Single Family Residence

Come live in paradise! This Gulf access home is adjacent to an intersecting canal and is just minutes to open water. The 2 bedroom, plus den, 2 bath home was remediated and renovated…

$349,900

2 Story,Stilts,Single Family Residence

AS SEEN ON HGTV'S SEASON FINALE OF MY LOTTERY DREAM HOME. ***TURN-KEY*** THIS IS A STILT HOME WITH LOWER ENCLOSURE FOR MAXIMUM USABLE SPACE. Everything you need in a fully furnished, turnkey island…

$574,900

2 Story,Single Family Residence

This home epitomizes Florida's island style living! With its large screened-in pool, wrap around porch and community boat ramp, it makes for the perfect oasis for those looking to experience all that Pine Island has…

$244,000

Ranch,Single Family Residence

SELLER SAYS SELL! A rare opportunity to buy at this WELL BELOW MARKET price before Pine Island, the last of old Florida, becomes unaffordable. Move in ready or start making money now as vacation rental.…

$339,000

Ranch,Single Family Residence

Located in close to public boat ramp north end of Pine Island.. 2 bedroom 2 bath. one of the lowest priced single family homes on Pine Island.

$599,000

Ranch,Single Family Residence

This very unique three bedroom two bathroom pool home is located in beautiful Bokeelia on the north end of Pine Island. The home sits on 1.38 acres and has another .52 acre parcel across the…