Bokeelia Homes with Bayfront Waterfront

Bokeelia Homes with Bayfront Waterfront

Welcome to Bokeelia, Florida, a hidden gem nestled on the northern tip of Pine Island in Lee County. This charming town offers a unique blend of serene coastal living and vibrant community spirit, making it an ideal destination for those seeking a tranquil retreat or an adventurous lifestyle. Bokeelia is surrounded by the stunning waters of the Gulf of Mexico, providing residents with unparalleled access to fishing, boating, and breathtaking sunsets.

One of the most alluring features of Bokeelia is its selection of exquisite bayfront waterfront homes. Imagine waking up each morning to the soothing sounds of the waves and the gentle sea breeze wafting through your windows. These homes offer not just a place to live, but a lifestyle enriched by nature's beauty. Many properties boast private docks, allowing you to set sail at a moment's notice or simply enjoy a peaceful afternoon fishing right from your backyard.

The bayfront homes in Bokeelia come in a variety of styles, from charming cottages to luxurious estates, each designed to maximize the stunning views and embrace the coastal lifestyle. With easy access to local amenities, including quaint shops, delicious dining options, and community events, Bokeelia combines the best of both worlds – a peaceful retreat with all the conveniences you desire.

Whether you're looking to invest in a vacation home or seeking a permanent residence, Bokeelia's bayfront properties offer a unique opportunity to experience the beauty of Florida living. Discover your slice of paradise in Bokeelia today, where every day feels like a vacation!

Newest Bokeelia Homes with Bayfront Waterfront

$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
$479,900
2 Beds ⋅ 3 Baths ⋅ 2026028343 MLS
Experience SPECTACULAR WATER VIEWS from this beautifully positioned corner residence in the highly desirable Bocilla Island Club. This is widely considered the premier building in the community, offering panoramic water vistas from both levels and an abundance of natural light through additional side windows unique to this END UNIT. For boaters and anglers, this property is truly a rare find. Included is a PRIVATE BOAT SLIP with a 10,000-pound lift, accommodating boats up to 24 feet, providing quick access to Charlotte Harbor, Boca Grande Pass, Cayo Costa, North Captiva, world-class tarpon fishing, backwater flats, and some of Southwest Florida’s most pristine beaches. Ask almost any local fishing charter captain and they’ll tell you these are among the finest fishing grounds in all of Lee County. Anglers can achieve the coveted Grand Slam of fishing right in the vicinity. Abundant Snook, Redfish, Sea trout, and Tarpon are just a few of many prized local catches Relax on your screened lanai while watching dolphins, manatees, and boats cruise by, all with peaceful waterfront views as your backdrop. IMPACT WINDOWS AND DOORS provide peace of mind, while the floor plan offers a first-floor living area with a convenient half bath. Upstairs features a generous primary suite with breathtaking views, a walk-in closet, updated bath, private waterfront lanai, plus a guest bedroom with its own private bath. Additionally there is a convenient full sized laundry room. Additional highlights include a private storage room adjacent to the covered parking space. The oversized assigned under building parking space has plenty of room for both your vehicle and golf cart. Seasonal rentals are permitted, making this an outstanding investment opportunity with an established rental history. Bocilla Island Club offers a true resort lifestyle with two heated pools, tennis and pickleball courts, shuffleboard, beautifully landscaped grounds, scenic waterfront walking paths, a private fishing pier on Charlotte Harbor, and a kayak launch. Walk to nearby restaurants and Four Winds Marina, a full-service marina just minutes away. Flood insurance is included through the HOA. Whether you’re searching for the ultimate winter escape, year-round waterfront residence, or income-producing vacation property, this exceptional home combines breathtaking water views, unmatched fishing and boating, and the laid-back island lifestyle that makes Bokeelia so special.

16600 Bocilla Island Club Drive Unit 35, Bokeelia
$4,849,000
6 Beds ⋅ 8 Baths ⋅ 2026025336 MLS
Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal estate offers an unrivaled lifestyle on the shores of Charlotte Harbor. In the charming island community of Bokeelia, this remarkable property is a boater's paradise with direct Gulf access and immediate proximity to world-renowned fishing waters. Encompassing 227 feet of pristine waterfrontage, the estate features a 300-foot private dock extending into Charlotte Harbor, as well as an additional deeded dock with a boatlift across the street. Together, these exceptional amenities provide rare flexibility for multiple vessels and effortless access to some of Florida's sought-after boating destinations. Completely rebuilt and masterfully renovated in 2021, the residence showcases timeless coastal architecture blended with modern luxury and cutting-edge technology. Walls of glass frame breathtaking panoramic harbor views that stretch for miles. The expansive great room serves as the heart of the home, featuring soaring wood-paneled ceilings, custom shiplap detailing, two striking Hellfire 360 fireplaces, and seamless indoor-outdoor living spaces designed for entertaining on any scale. A chef's kitchen of exceptional quality offers premium Thermador appliances, a gas range, custom cabinetry, a workstation sink, dedicated prep station with dual faucets and a beautifully appointed built-in bar, creating an ideal setting for intimate dinners and grand celebrations. Designed to accommodate family and guests in absolute comfort, the residence features six bedroom suites, each with its private en-suite bath. The luxurious primary suite is a private sanctuary, offering a gas fireplace, spa-inspired bath with freestanding soaking tub and oversized walk-in shower, a private office and an expansive waterfront balcony with sweeping views across Charlotte Harbor. Providing tremendous versatility, the property includes an air-conditioned space on the ground level, complete with a pool bath and kitchenette. This flexible area is ideally suited for a fitness studio, game room, home theater, entertaining lounge or additional guest accommodations. Resort-inspired outdoor living takes center stage with the pool and spa overlooking the harbor, a fully equipped tiki bar and lush tropical landscaping. Whether enjoying morning coffee as the sun rises over the water or gathering with friends for unforgettable sunsets, every outdoor space has been designed to maximize the property's extraordinary setting. Additional features include a gated entrance, private elevator, dual laundry rooms and whole-home smart automation with customizable controls on each level. Offering a combination of luxury, privacy, boating access and breathtaking natural beauty, this is a rare opportunity to own one of Charlotte Harbor's exceptional waterfront estates.

7660 Bocilla Lane, Bokeelia
$89,000,000
6 Beds ⋅ 13 Baths ⋅ 226015871 MLS
Burgess Island is one of Florida’s most significant private island estates, conveniently positioned in Pine Island Sound between Sarasota and Naples. Spanning approximately 104 acres with extensive shoreline and unmatched privacy, the property presents an extraordinary opportunity for a singular private family compound, a corporate retreat, or an exclusive development, with its 29 developable lots. Centered around an updated 1920s Mizner-style residence, the island is complemented by four charming guest cottages, a clubhouse and pool, and a dedicated property manager’s cottage. There are a total of 11 bedrooms, 10 full and 3 half bathrooms across the island. Lifestyle amenities are equally compelling, featuring a private 9-hole golf course, a pickleball, tennis, and basketball sport court, along with four separate docks providing convenient water access. A helipad enhances accessibility, allowing seamless travel to and from the mainland. The level of infrastructure is rarely found in island offerings of this scale, including mainland power service, four onsite generators, and a reverse osmosis water system - providing both comfort and self-sufficiency. The property’s heritage is as remarkable as its physical attributes. Originally acquired in 1924 by renowned inventor and electrochemist Charles Frederick Burgess - a pioneer in dry-cell battery technology - the island has long been a destination for innovation and distinguished company. Thomas Edison himself visited and planted banyan trees that endure today as living landmarks of this legacy. Comprehensive amenities, flexible access, a convenient yet private location, and a storied past converge to make Burgess Island not merely a residence, but a rare and irreplaceable asset. Ideally positioned for the Southwest Florida lifestyle, the island offers immediate access to world-class tarpon fishing, exceptional boating, and kayaking through pristine waters, while remaining just moments from the historic Gasparilla Inn and championship golf. From your dock, cruise to Cabbage Key for a relaxed waterfront lunch or continue on to Boca Grande for an evening of dining and coastal charm—where nearby islands and waterways naturally extend the experience beyond the property. Located ~6 mi. to Gasparilla Inn & Golf Club, ~2 mi. Useppa Island, ~1 mi. to Four Winds Marina, ~5.5 mi. to Boca Grande Marina (Miller’s), ~11 mi. to Coral Creek Airport & Golf Club, ~19 mi. to Punta Gorda Airport (PGD), ~28 mi. to RSW, and ~45 mi. to Naples Airport (APF). The island is known as Little Bokeelia Island, Burgess Island, and Pentecost Island.

X Burgess Island, Bokeelia
$449,000
2 Beds ⋅ 3 Baths ⋅ 2026016207 MLS
Stunning Waterfront End-Unit Condo with Direct Gulf Access in tropical Bocilla Island Club – Sunsets & Boating Paradise; Discover this beautifully updated 2-bedroom, 2-bath waterfront retreat perfectly positioned for breathtaking western exposure and legendary Florida sunsets. Nestled along the water with quick, easy access to the Gulf of America, this condo offers the ultimate coastal lifestyle for boaters, anglers, nature and sunset lovers alike. Step inside to a bright, open living space featuring brand-new floors that flow throughout the home, creating a fresh, modern feel. New quartz countertops in the kitchen making it ideal for entertaining while overlooking the water. The spacious bedrooms provide comfortable retreats, with the primary suite offering peaceful water views to wake up to each morning. Outside, the highlight is your private boat dock, ready for your vessel and providing immediate access to the Gulf of America. Whether you’re cruising at sunrise or returning for a golden sunset from your own dock, every day feels like a vacation. This turnkey waterfront gem combines modern upgrades with unbeatable location and lifestyle—perfect for those seeking relaxation, recreation, and resort-style living on Florida’s SWFL coast. Don’t miss your chance to own this slice of paradise! Ideal for families, retirees, or anyone dreaming of coastal living with effortless boating access. Community amenities include two swimming pools, two clubhouses, a gazebo, lush tropical landscaping, marinas, on-site ship store with fuel and a 400 foot fishing pier located on Charlotte Harbor. This community provides a tropical oasis lifestyle.

16649 Bocilla Palms Drive Unit 29, Bokeelia
$499,000
2 Beds ⋅ 2 Baths ⋅ 2026013160 MLS
Waterfront living, private dock, boat lift, and direct access to world-class fishing—this is the Pine Island lifestyle buyers dream about. Located in the exclusive Marina Gardens community in Bokeelia, with only 17 residences, this beautifully updated waterfront condo offers the perfect combination of boating convenience, natural beauty, and low-maintenance living. Step outside to your private dock equipped with a 10,000 lb boat lift, water, and electric. Within minutes, you'll be cruising the open waters of Charlotte Harbor, exploring Jug Creek, fishing some of Southwest Florida's most productive waters, or heading out for a sunset cruise. Inside, the home is move-in ready with numerous recent improvements, including hurricane shutters, a completely renovated screened lanai with new framing, screens, and flooring, resurfaced and waterproofed balconies, new patio, skylight, water heater, and more. Every upgrade has been thoughtfully completed so you can spend less time maintaining and more time enjoying the waterfront lifestyle. The setting is truly special. Relax on your screened lanai, upstairs balcony, or waterfront patio while watching dolphins, manatees, ospreys, and pelicans pass by. Surrounded by mangroves and water views, you'll experience the peaceful side of Southwest Florida that is becoming increasingly difficult to find. Residents enjoy a beautifully maintained waterfront pool and pool house, while the HOA covers flood insurance, exterior maintenance, landscaping, seawall, docks, boat ramps, septic system, and road maintenance—providing exceptional value and peace of mind. Whether you're searching for a full-time residence, seasonal getaway, or boating retreat, opportunities like this are rare. Private dock. Boat lift. Direct water access. Island living at its best. Price recently improved—schedule your private showing today.

7731 Bocilla Lane Unit 10, Bokeelia
$120,000
2025017721 MLS
Discover your dream retreat at 16978 Captains Dr, Bokeelia, FL, in the vibrant 55+ Co-Op community of Cap-N-MAC'S. Nestled on the serene north end of Pine Island, this charming community boasts 31 units with exceptional amenities. Enjoy exclusive access to a spacious common area on Charlotte Harbor, perfect for taking in the breathtaking sunsets. Fishing enthusiasts will love the private 407' pier, while boating enthusasts can take advantage of the convenient boat ramp. Plus, boat slips on the tranquil back bay are available for rent on a first-come, first-served basis. Experience the tranquil island lifestyle you've always dreamed of!

16978 Captains Drive, Bokeelia
$380,000
2 Beds ⋅ 3 Baths ⋅ 2025005222 MLS
LIVE THE LAID-BACK PINE ISLAND LIFESTYLE surrounded by panoramic water views, mangrove shorelines and abundant wildlife. This elevated Blue Crab Key townhouse enjoys an exceptional position overlooking Pine Island Creek, with breathtaking sunrises from the screened lanai and kayaking, boating and fishing just outside your door. Direct Gulf access through Charlotte Harbor or Matlacha Pass makes it easy to explore the islands, open water and everything this unique coastal setting has to offer. Inside, the spacious floor plan features two full suites upstairs. The main level offers an open living and dining area, kitchen, laundry room and a convenient third full bath. Additional features include covered carport parking, adjacent open space and a secure 11-by-11-foot storage area for kayaks, fishing gear and island essentials. Blue Crab Key is a peaceful 25-acre waterfront community with only 111 residences. Amenities include two heated pools, hot tubs, tennis and pickleball courts, a putting green, boat and kayak storage, a community boat ramp and docks. Surrounded by nature while offering the ease of low-maintenance living, this is an inviting opportunity to enjoy the relaxed rhythm of island life. Among the available units, its impressive panoramic water view is truly a standout.

5391 Blue Crab Circle Unit 5, Bokeelia
$333,000
225061259 MLS
Discover the perfect blend of scenery, serenity, and opportunity with this stunning 6+ acre waterfront property. Tucked away in one of Florida’s most peaceful and charming communities, this rare gem offers a cleared and build-ready lot surrounded by natural beauty and friendly neighbors who embrace the relaxed pace of the Old Florida lifestyle. Whether you're looking to build your dream home, invest in a growing area, or just escape to the quiet beauty of Florida's untouched landscapes, this property is a once-in-a-lifetime opportunity. Don’t miss your chance to own a piece of paradise. Reach out today to request more information!

5300 Game Bird Lane, Bokeelia
$1,899,000
3 Beds ⋅ 2 Baths ⋅ 224063831 MLS
If you're in search of the extraordinary, look no further. This unique property at the north end of Bokeelia is a one of a kind that spans from the shores of Charlotte Harbor to the tranquil Back Bay. With stunning, million-dollar views from your private sanctuary on Charlotte Harbor to your secluded Back Bay waterfront retreat, you'll enjoy the breathtaking, ever-changing sunsets Bokeelia is renowned for. Gather with family and friends by the cozy firepit, watching the sun dip below the horizon. Sitting on a 1.8+ acre waterfront lot, this remarkable home boasts numerous features. It has been thoughtfully updated with impact doors and windows, a chef’s kitchen, an expanded front screened-in porch, luxury plank vinyl flooring, and a master bath and closet that will impress. There’s ample storage and space for all your recreational equipment in the three-car garage, plus a mother-in-law suite for guests. Keep your watercraft at the private dock on the protected Back Bay, which includes two lifts, or use your private boat ramp. The property is commercially zoned, offering endless possibilities. Consider transforming it into a boutique farm (like Buckingham Farms or Flora Farms), a family estate with your dream home on the Back Bay, or a small boutique hotel with charming cottages. Opportunities like this are rare. Make your dreams come true at 8335 Main Street in Bokeelia.

8335 Main Street, Bokeelia
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