Pine Island Real Estate

Pine Island Real Estate

Welcome to Pine Island, a hidden gem nestled in the heart of Lee County, Florida. This enchanting island is a haven for those seeking a peaceful retreat, surrounded by the stunning beauty of nature and the soothing sounds of the Gulf of Mexico. Known for its lush landscapes and charming small-town feel, Pine Island offers a unique blend of tranquility and adventure, making it the perfect destination for families, retirees, and nature enthusiasts alike.

Pine Island boasts a rich history and a vibrant community that thrives on its unique cultural heritage. With its quaint neighborhoods and friendly locals, residents enjoy a true sense of belonging. The island is renowned for its picturesque views, with breathtaking sunsets and serene waterways that invite kayaking, fishing, and boating. Explore the lush mangroves and vibrant wildlife at the nearby Matlacha Pass Aquatic Preserve, or take a leisurely stroll through the charming shops and art galleries of Matlacha, a nearby artistic enclave.

Real estate opportunities in Pine Island are as diverse as its natural offerings. From waterfront homes with private docks to cozy cottages nestled among swaying palms, there’s something for everyone. Whether you're looking for a vacation getaway or a permanent residence, Pine Island's real estate market promises both charm and value.

Experience the best of Florida living in Pine Island, where the pace is relaxed, the community is welcoming, and the beauty of nature is just outside your door. Come discover your slice of paradise in this idyllic island community!

Newest Listings in Pine Island

$25,900
2026031447 MLS
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 puts you on Pine Island — no high-rises, no gridlock, no HOA telling you what to do — just blocks from the fairways of Alden Pines Country Club and minutes from Pineland Marina, boat ramps, and the historic Tarpon Lodge. Bring your builder and your fishing rods. From here it's a short run by boat to Boca Grande Pass, Cayo Costa, and some of the best tarpon and snook water in Florida. Days on the island mean manatees and dolphin in crystal-clear bays, waterbird rookeries, nature trails, Calusa historical sites, and a thriving community of artists, live music, and waterfront seafood shacks. At this price point, island land is how you get into SWFL's last authentic fishing village — as a future home site, a place to park the RV between adventures (verify county rules), or a long-term hold while Pine Island's rebuild momentum keeps climbing. Survey available; buyer to verify utilities, elevation, and permitted use. Islands aren't making any more land. Come walk this one.

7367 Georgiana Drive, Bokeelia
$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, Other
$1,425,000
5 Beds ⋅ 3 Baths ⋅ 2026029600 MLS
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. Tucked away behind a private gated entrance, this custom waterfront retreat features an impressive 400-foot private dock with two 10,000-pound boat lifts, water and electric service, and direct, no-bridge access to some of Southwest Florida's most sought-after destinations, including Boca Grande, Cayo Costa, North Captiva, Cabbage Key, and world-class fishing waters. Designed to capture spectacular water views from nearly every angle, the main living level is easily accessed by either the staircase or your private elevator. Inside, soaring cathedral ceilings and an open-concept great room frame spectacular Charlotte Harbor views, creating a bright and inviting space designed for entertaining. The updated kitchen is beautifully appointed with premium stainless-steel appliances, a Viking range hood, gas cooktop, beverage cooler, trash compactor, abundant cabinetry, and generous workspace, making it ideal for both everyday living and entertaining. The spacious primary suite offers a zero-entry walk-in shower, and handicap accessibility. Three additional guest bedrooms on the main level provide plenty of room for family and friends. The lower level offers exceptional flexibility with a fully equipped private guest suite featuring its own kitchen, living room, bedroom, full bathroom, den, and screened lanai with above ground hot tub. Whether used for multigenerational living, extended guests, a home office, or as a potential income-producing rental, this separate living space adds tremendous value and versatility. Outside, the waterfront lifestyle truly comes to life. Spend your mornings enjoying coffee from the end of your private dock as the sun rises over Charlotte Harbor, then return in the evening to watch unforgettable sunsets over Boca Grande Pass. Launch your boat from one of two lifts and be cruising to secluded beaches, waterfront restaurants, or some of Florida's finest fishing grounds within minutes. Dolphins, manatees, and spectacular coastal wildlife are frequent visitors, making every day feel like a vacation. Built with peace of mind in mind, the home also features a durable metal roof, impact-resistant windows, electric hurricane shutters, propane service, and a private elevator, combining comfort, accessibility, and storm-ready construction. Properties offering this level of privacy, protected harbor frontage, boating convenience, and flexible living space are exceptionally rare. Whether you're searching for a full-time residence, seasonal retreat, or waterfront legacy property, this remarkable home offers an unparalleled opportunity to embrace the very best of the Pine Island lifestyle.

8550 Ebbtide Way, Bokeelia
$599,000
2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS
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 charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities.

5375 Serenity Cove, Bokeelia
$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
$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, Other
$39,900
2026025676 MLS
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 plenty of space to design your ideal island retreat, this property provides a rare opportunity to enjoy the laid-back lifestyle that makes Bokeelia so desirable. Pine Island Water and electric service are available, making the path to building even more convenient. Surrounded by the natural beauty, fishing, boating, and small-town charm of Pine Island, yet just a short drive to local restaurants, marinas, and everyday conveniences, this is the perfect location for your future home or investment property. Don't miss your chance to own a spacious piece of Southwest Florida paradise.

6198 Hodges Drive, Bokeelia
$30,000
2026023636 MLS
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 home you’ve been dreaming of. Enjoy the peaceful surroundings, natural beauty, and laid-back Old Florida lifestyle that make Pine Island so desirable. Conveniently located near local marinas, restaurants, fishing, boating, and some of Southwest Florida’s best outdoor recreation, this property is ideal for a full-time residence, seasonal getaway, or investment opportunity.

5951 Royal Okley Lane, Bokeelia
$30,000
2026023824 MLS
Zoning- RSA

Papaya Avenue, Bokeelia
$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
$497,500
2026020078 MLS
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 is done, so you can skip the heavy lifting and jump straight into bringing your vision to life. Tucked away at the very end of a quiet dirt road, this peaceful setting is surrounded by other large parcels, offering both privacy and room to grow. A serene salt water pond borders the west side, adding a natural focal point and tranquil views. Zoned agricultural, this land is incredibly versatile design your dream homestead, start that boutique farm or nursery, or create a private retreat complete with a custom home, pool, and barn. With approximately 200 palm trees already on the ground included in the sale (standing palms do not convey), you’ve got a head start on landscaping or business potential. What truly sets this property apart are two brand-new wooden covered structures beautifully built and perfect for hosting gatherings, parties, family reunions, or even creating a unique event space. Whether you're entertaining under the island breeze or planning something bigger, the setup is already here. Utilities are already in place, with electric on site and a well. fed irrigation system covering the entire property ideal for maintaining lush greenery year round. Life on Pine Island is all about slowing down and soaking it in. Known for its laid-back charm, the island offers scenic bike paths, a local K–5 school, fresh-caught seafood, and endless kayaking opportunities. Surrounded by Gulf waters, you’ll also have access to some of the best shallow water fishing in the world. Whether you're looking to build, invest, or create something truly unique this property delivers the space, setting, and flexibility to make it happen.

12242 Eagles Nest Drive, Bokeelia
$44,900
2026019640 MLS
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 or invest in one of Southwest Florida’s most naturally beautiful and peaceful communities. Bokeelia is known for its quiet, laid-back lifestyle and abundant wildlife, offering a true escape while still being within reach of **Cape Coral, Fort Myers, and Punta Gorda**. Despite its secluded feel, you're just a short drive to airports, beaches, shopping, and dining. Take a drive out and experience it for yourself—you may find there’s no reason to leave the island once you arrive. Located at the northern tip of Pine Island, Bokeelia is surrounded by water, with easy access to **Pine Island Sound, Charlotte Harbor, and Matlacha Pass**—making it a dream location for boating and world-class fishing enthusiasts. Enjoy **southern exposure** and a setting filled with native palms and natural beauty. The lot will require some clearing, along with installation of a well and septic system, giving you the flexibility to design and build exactly what you envision. Let's go, what are you waiting for?

5599 Royal Okley Lane, Bokeelia
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