Search Listings

$240,000

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,…

$1,399,000

Single Family Residence

Experience the very best of Pine Island waterfront living in this exceptional harbor front estate, where panoramic Charlotte Harbor views, unmatched boating access, and breathtaking sunrises and sunsets create a lifestyle few properties can offer.…

$335,000

Single Family Residence

Discover the charm of Island living in this beautifully maintained 3-bedroom, 2-bath home nestled in the heart of Bokeelia! Offering 1,460 square feet of comfortable living space, 2 car garage, and recent updates, this move-in-ready…

$975,000

Single Family Residence

Set on 2.6 acres in Bokeelia, this fully operational tropical island farm is where mornings begin with fresh eggs and evenings end beside the pool in the island breeze. Part home, part orchard and part…

$325,198

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)…

$599,000

Single Family Residence

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 vacation. This turnkey retreat blends modern comfort with the laid-back…

$342,423

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…

$501,790

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…

$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…

$39,900

Discover the possibilities on beautiful Pine Island with this oversized approximately ½-acre homesite tucked away at the end of a quiet road. This lot has electricity available and is on Pine Island Water! Offering added…

$30,000

Great opportunity to own an oversized homesite in Bokeelia on beautiful Pine Island. Located in an X flood zone with no HOA restrictions or fees, this property offers plenty of flexibility to build the island…

$30,000

Zoning- RSA

$195,000

Waterfront Gulf Access Lot – St. James City, Pine IslandBuild 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…

$497,500

SELLER FINANCING AVAILABLE!!! Your shortcut to island living starts here. Welcome to your private slice of paradise on Pine Island. Set on 2.5 acres, this property is already prepped and packed with opportunity the clearing and elevation…

$44,900

Calling all anglers, boaters, and lovers of the outdoors—this is your chance to claim your own slice of island living. Situated on **½ acre in unincorporated Bokeelia**, this property offers an incredible opportunity to build…

$1,350,000

Prime opportunity in the heart of Bokeelia (Pine Island)!! This 4.78 Acre commercial parcel offers exceptional visibility and accessibility with over 300 ft. of frontage along Pine Island Rd. - one of the area's main…

$35,000

This vacant land located in unincorporated Bokeelia on Pine Island. This parcel offers a quiet setting with no HOA and no city restrictions, providing flexibility for future use or development. Situated in a peaceful residential…

$524,500

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,…

$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…

$45,000

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

$749,000

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.

$335,000

Single Family Residence

Charming Pine Island Stilt Home with Attached Apartment – Ideal for Airbnb Ventures! This distinctive Pine Island property – a rare find among stilt homes with a fully permitted lower level, adding valuable space and…

$2,750,000

Single Family Residence

A peaceful, modern, and comfortable lifestyle that is an effortless extension of its natural surroundings. Tucked deep in the Florida pines and palmettos on 10 dry acres with no wetlands, backing up to a 567-acre…

$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…

$270,000

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…

$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…

$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…

$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…

$258,000

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…

$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!

$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…

$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…

$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…

$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

None

$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…