Pine Island Real Estate | Pine Island Single Family Homes for Sale

3 Beds ⋅ 2 Baths ⋅ 2026031193 MLS

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 typical neighborhood lot—this exceptional property offers the privacy, space, and flexibility that are becoming increasingly rare on Pine Island. This well-maintained home features 4 bedrooms (or 3 bedrooms plus a den/home office) and 2 bathrooms, with a spacious, functional layout designed for comfortable everyday living. Accessibility has been thoughtfully incorporated, with wheelchair access throughout the main living areas and the primary bathroom, making the home suitable for a variety of lifestyles and abilities. Major improvements provide peace of mind, including a new roof (2023), new kitchen appliances (2023/2024), and a new water heater (2022). Original terrazzo floors extend throughout much of the home, offering the opportunity to restore a timeless Florida design element that perfectly complements the island lifestyle. Step outside and experience what truly sets this property apart. The oversized homesite offers endless possibilities, with ample space for a custom pool, a detached garage, a workshop, RV and boat storage, additional outbuildings, or lush tropical gardens. Mature, fruit-producing mango trees enhance the landscape, creating your own private island retreat. Best of all, there's no HOA, giving you the freedom to enjoy and improve your property without restrictive rules or fees. Large residential parcels of this size are increasingly difficult to find, making this property not only a wonderful place to call home but also an outstanding long-term investment with exceptional land value and appreciation potential. Conveniently located just minutes from marinas, public boat ramps, world-class fishing, waterfront restaurants, parks, and Pine Island's renowned natural beauty, this property offers the best of Southwest Florida living. Whether you're looking for a full-time residence, a seasonal escape, or an investment opportunity, this one-of-a-kind property delivers the space, privacy, and lifestyle today's buyers are seeking. Don't miss your opportunity to own one of the largest and most desirable home sites in the Fish Streets!

5791 Porpoise Road, Bokeelia

$389,000

3 Beds ⋅ 2 Baths ⋅ 2026030410 MLS

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 block one-owner home with a dedicated office and a 2-car garage in the charming community of Pine Island Village in beautiful St. James City, Florida. Priced below market value at just $215.87/sf, this home offers exceptional features and unbeatable value. Best of all this home is NOT in a Flood Zone!! No Flood Insurance required. Designed with comfort and functionality in mind, the spacious split-bedroom floor plan provides for creative use of the open concept living area with cathedral ceilings, and privacy for family and guests. The master has an en-suite bath, walk-in closet, reach-in closet and slider access to the back lanai. The home features durable tile flooring throughout, with carpet in the bedrooms, a walk-in pantry, convenient washer and dryer hookups, and separate office, all with abundant natural light. Enjoy Florida's outdoor lifestyle year-round from the two large tiled front and rear screened patios—perfect for morning coffee or evening relaxation. Listen to the birds and watch the palm trees sway as you pass the hours away in your private retreat! Built for peace of mind, this concrete block home includes impact-resistant windows and doors, a metal roof, and a newly installed whole-house Generac generator, ensuring comfort and security during any season. Residents of Pine Island Village enjoy access to a refreshing community pool while embracing the laid-back island lifestyle, all just minutes from shopping, dining, and everyday conveniences. This is your chance to own a move-in-ready island retreat at an exceptional price! Schedule your private showing today and discover the relaxed beauty of island living!

4406 Lake Heather Circle, St James City

$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

$545,000

2 Beds ⋅ 2 Baths ⋅ 2026029942 MLS

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 opportunity with quick Gulf access, a private dock, boat lift, and a screened lanai featuring a pool and spa. Whether you're heading out for a day of world-class fishing, exploring the nearby islands, or simply enjoying life on the water, this property is all about the Southwest Florida lifestyle. Inside, you'll find a spacious, light-filled layout that provides the perfect canvas for your personal vision. This home is ready for its next chapter, offering an incredible opportunity to create your dream waterfront retreat while adding your own style and finishes. Step outside and enjoy everything waterfront living has to offer. Relax by the pool, unwind in the spa, entertain on the screened lanai, or hop on your boat from the private dock and be in open water within minutes. With sought-after boating access and outdoor amenities already in place, you can focus on making the interior your own. Located in the laid-back boating community of St. James City, you'll enjoy easy access to waterfront dining, marinas, world-class fishing, and endless opportunities to explore the Gulf waters. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers an outstanding chance to own a slice of paradise and create the waterfront home you've always envisioned.

2456 Sycamore Street, St James City

$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

$469,000

5 Beds ⋅ 4 Baths ⋅ 2026027064 MLS

Welcome to an exceptional opportunity offering three beautifully renovated living spaces on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, and approximately 1,800 square feet of thoughtfully updated space, PLUS an attached EFFICIENCY apartment and a DETACHED 2-bedroom, 1-bath Guest House - Additional Dwelling Unit (ADU), creating endless possibilities for multi-generational living, guest accommodations, rental income, or a private home office. The main home has been extensively renovated from top to bottom with updated electrical, plumbing, spray foam insulation, Argon gas windows, architectural shingle roof, central air conditioning with Wi-Fi thermostat, on-demand water heater, luxury water-resistant vinyl flooring, custom trim, six-panel doors, recessed lighting, Wi-Fi controlled ceiling fans, and fresh interior paint throughout. The stunning kitchen showcases custom cabinetry with Lazy Susan storage, custom tile backsplash, stainless steel appliances, under-cabinet microwave, and flexible faucet. The spacious living room is highlighted by a custom tongue-and-groove ceiling, built-in entertainment wall, and electric fireplace with customizable Wi-Fi lighting and heat settings. The attached efficiency apartment offers approximately 484 gross square feet (not included in the county heated living area) and is privately separated from the main home with locking French doors while maintaining its own exterior entrance. Complete with a full kitchen, full bathroom, washer/dryer combo, mini-split HVAC system, ceramic tile flooring, custom finishes, and private living space, it's ideal for guests or rental income. Also located on the property is a detached 588 -square-foot ADU (not included in the county heated living area) featuring 2 bedrooms, 1 bathroom, a full kitchen with new cabinetry and appliances, stacked washer/dryer, mini-split air conditioning, updated bathroom, ceramic tile flooring, French doors, and covered front porch. Outside, you'll find room for all your toys with ample parking for boats, RVs, trailers, and work vehicles. Two separate RV/camper hookups include electric and septic connections. Relax beneath mature oak trees or enjoy fresh fruit from the producing mango tree. Enjoy watching your 2 lemon trees mature and come to fruition. The extended front porch with three ceiling fans creates the perfect place to unwind. Located less than a half mile from a public boat and kayak launch and just minutes from pickleball, tennis courts, restaurants, shopping, and entertainment, this unique smart-home property offers incredible flexibility for homeowners and investors alike. Live in one residence while generating rental income from the others, accommodate extended family, or create the ultimate private compound. An extraordinary offering like this is truly one of a kind!

3728 Gasparilla Street, St James City

$784,900

3 Beds ⋅ 3 Baths ⋅ 2026028974 MLS

Built to last and designed for the waterfront lifestyle, this custom 2018 Insulated Concrete Form (ICF) home combines exceptional strength, energy efficiency, and storm resilience with quick, deep, direct access to the Gulf of America. Offering 3 bedrooms, 2.5 baths, and quality construction rarely found on the island, this home features impact windows and doors, a standing seam metal roof, and solid ICF construction for outstanding durability and peace of mind. The elevated second-floor living area is designed to maximize breathtaking intersecting canal views and spectacular Southwest Florida sunsets. The open-concept great room flows seamlessly into the well-appointed kitchen featuring island seating, tile backsplash, stainless steel appliances, and a versatile flex space ideal for a home office, pantry, or hobby area. The primary suite offers private lanai access, a spacious en-suite bath with dual vanities, a walk-in shower with rain shower feature, and generous closet space, while a convenient half bath completes the main living level. The first floor provides two spacious guest bedrooms, a full guest bath, an in-residence laundry area, and an oversized two-car garage with a rear overhead door for easy access to your boating equipment and waterfront toys. A paver driveway offers plenty of parking for family and guests. Outside, the waterfront setting is ready for relaxing or entertaining with a patio, beach-style lounging area, freestanding hot tub, and room to add a custom pool. The 2017 seawall, composite dock, and 10,000-pound covered boat lift make getting on the water quick and effortless. From here, enjoy easy, deep-water boating with direct access to the Gulf of America, world-class fishing, nearby barrier islands, waterfront restaurants, and endless days exploring Southwest Florida by boat. Whether you're searching for a full-time residence, seasonal escape, or weekend waterfront retreat, this home delivers exceptional construction, low-maintenance living, and the boating lifestyle you've been dreaming of.

2391 Oleander Street, St James City

$499,000

3 Beds ⋅ 2 Baths ⋅ 2026027610 MLS

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 the Desirable “The Nesting of Pine Island” Neighborhood. Welcoming Dual Entry Staircase, Lovely Open Front Porch and the Charming Entry Foyer Await Your Arrival. Enter the Bright, Large Living Room with French Doors that lead out to a Beautiful Screened Porch, Huge Open Deck and Spiral Staircase with Views of the Sprawling Back Yard! Gorgeous Large Kitchen with Custom Breakfast Bar, All New Cabinetry with Pull Out Drawers, Quartz Countertops, Glass Tile Back Splashes including the Breakfast Bar, Under Cabinet Lighting, Recess and Pendant Lighting, Tons of Counter Space, All Stainless Appliances, and a Pantry with Built in Cabinetry and the Full Size Stackable Washer and Dryer. This Open Kitchen is Adjacent to the Bright, Over Sized Gathering Dining Room. Nice Main Bedroom with Walk In Sized Closet and an En Suite Bathroom with Glass Door Shower, Stone Floor and a Separate Sink Area. Guest Bedrooms with Access to Full Guest Bath with Glass Shower Doors. Outstanding Space for up to Ten Vehicles with Two Long Driveways hosting approx. Four Under the Two Large Carports, and/or RV, Boats, Trailers etc. Fantastic Large Under House Storage Room and/or Workshop for all of your Hobbies or Storage Needs. The Open Balcony with New Deck Overlooks the Large Fabulous Back Yard. Nearly a Half Acre of Land with Plenty of Room for a Pool or Your Perfect Vision! Central Water. Private Septic. Recent Updates Throughout Including: Luxury Vinyl Flooring Throughout, All New Fixtures, Fans, Blinds and Appliances. Total New Kitchen 2022/2023 and Pantry with New Built in Cabinetry, New HVAC 2021, Remodeled Bathrooms with New Showers and Toilets, 2023/2024. New Metal Roof, All New Hurricane Impact Windows and Front Door. New French Doors. New Tankless Water Heater 2024/2025. New Screen Enclosed Porch and New Decking on the Back Open Balcony 2024. New Decorative Shutters 2024. New Front Deck Railings 2025. Updated Spiral Staircase. Dates are approximates. Located is a Beautiful Lush and Tropical Neighborhood Setting located at the center of Pine Island only minutes to the Community Pool, Museum, Playground, Baseball Fields, Library, Shopping, Specialty Shops, Restaurants and a Short Drive to Pineland Marina and our Local Ferries. Move In Ready! This Special Island Home is Simply a Must See!

10810 Habitat Circle, Bokeelia

$715,000

2 Beds ⋅ 2 Baths ⋅ 2026015872 MLS

Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stunning curved staircase creates a grand first impression, leading to a residence thoughtfully renovated with today's most sought-after features. Designed for both elegance and durability, the home boasts a metal roof, impact-resistant windows and doors, updated flooring throughout, and a beautifully remodeled kitchen featuring granite countertops, custom cabinetry, and new stainless-steel appliances. The bright, open living spaces are filled with natural light and perfectly positioned to capture coastal breezes and waterfront views. Step outside and discover what truly sets this property apart. Situated on a navigable canal with quick access to open water, the property includes a 7,000-pound boat lift, making it effortless to launch your next fishing adventure or sunset cruise. Anglers will appreciate having some of the finest fishing in Southwest Florida right at their doorstep, with easy access to Pine Island Sound, San Carlos Bay, and Gulf waters. The lower level offers a spacious storage room, providing ample space for fishing gear, boating equipment, kayaks, tools, and all your waterfront toys. After a day on the water, unwind in the covered patio area, the perfect setting for grilling fresh-caught seafood, entertaining friends, or enjoying casual outdoor dining while taking in the tropical surroundings. Just a short boat ride away, you'll find the pristine beaches and natural beauty of Cayo Costa State Park, famous for shelling, boating, fishing, and untouched Gulf-front shoreline.

2360 Oleander Street, St James City

$659,000

3 Beds ⋅ 3 Baths ⋅ 2026023398 MLS

This waterfront stilt home and guest house are on a big, beautiful, property with lots of lush vegetation and a pond. The main living area is upstairs and gives the feeling of living in a treehouse. The home has beautiful wood planked cathedral ceilings and wood flooring The lovely, tiled bathroom has a jetted soaking tub and multiheaded shower. The upstairs living area is surrounded by connected decks and screened patios with a large, screened area off the kitchen which is perfect for enjoying the breezes and watching the birds and wildlife around the pond. A new outdoor lift, drain field and pavers on the circular driveway all add to the value of this property. The upstairs windows are all protected by manual hurricane shutters. The 1-bedroom guest home is connected by the boardwalk, has a full bathroom and kitchen as well as its own deck for outdoor relaxation. Downstairs under the main living area is a multipurpose room that is perfect for an office, studio or extra bedroom. It has an additional full bathroom and French doors that open up to a covered deck area. There is an enclosed 1 car garage with plenty of storage and space for a workshop. This fabulous home is located at the center of Pine Island and is within easy walking distance of the public pool, playground, library, and local museum. It is just minutes from shopping, and restaurants. This fabulous home combines natural beauty with functional living spaces, making it the perfect retreat. Schedule a visit today to experience the charm and tranquility of this exceptional property!

10545 Habitat Trail, Bokeelia

$234,000

3 Beds ⋅ 2 Baths ⋅ 2026020448 MLS

Welcome to 3677 Tangerine Drive in the laid-back waterfront community of Saint James City, Florida. This property presents a unique opportunity for investors, flippers, or buyers looking to create their own slice of paradise in a highly desirable coastal location. Situated on a generous lot, the home offers great potential with its existing structure and location. While the property does require rehabilitation, it provides a blank canvas for those with vision. Whether you're looking to renovate and resell, build equity as a primary residence, or create a seasonal getaway, the possibilities here are substantial. Saint James City is known for its relaxed island lifestyle, access to world-class fishing, boating, and stunning Gulf sunsets. With close proximity to marinas, local restaurants, and nature preserves, this location continues to attract those seeking the charm of Old Florida. This is a fixer-upper and will require repairs and updates throughout. Property is being sold as-is.

3677 Tangerine Drive, St James City

$1,700,000

3 Beds ⋅ 3 Baths ⋅ 2026020265 MLS

Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City

$388,000

3 Beds ⋅ 2 Baths ⋅ 2026018936 MLS

Charming Island Retreat in Pine Island Village with 1469 sq/ft with an additional Florida room adding up to 1640 sq/ft under air. This beautifully maintained 3-bedroom, 2-bath residence is offered fully furnished with the perfect blend of comfort and coastal charm. High and Dry. Positioned on one of the highest points of the island, this home has never flooded and is not in a flood zone, providing added peace of mind. The kitchen features stylish cabinetry highlighted by custom shiplap accent walls and opens to the main living space, which boasts laminate flooring throughout, vaulted ceilings, and beautiful built-in cabinetry that adds elegance and functionality to the main living area. The third bedroom is currently being used as an office and features built-in cabinetry, offering a versatile space perfect for remote work or hobbies. Each bedroom includes a walk-in closet, ensuring ample storage for every room. Both bathrooms have been remodeled with unique mirror accents, and the primary en-suite features a built-in ceiling heater for added comfort. Step into the sunroom, a true highlight of the home, featuring brick flooring, a bamboo ceiling, and tranquil views of Lake Heather. It's the perfect spot to unwind, enjoy your morning coffee, entertain guests, or simply take in the breathtaking sunsets over the lake. Additional features include a 4-year-old roof, built-in smoke detectors, solar panels for energy efficiency, brand new washer and dryer that stay with the home, and a whole-home Aquasana water purifier system. Residents of Pine Island Village enjoy access to a community pool, and the location is just minutes from local shopping, dining, and all the island conveniences. Don’t miss the opportunity to own a slice of paradise in this welcoming island community!

4539 Pine Village Court, St James City

$599,900

3 Beds ⋅ 4 Baths ⋅ 2026018149 MLS

Private half-acre island estate near Pine Island Center with guest cottage, resort-style pool, and 3-bay garage — elevated & flood-ready. Tucked away on a quiet dead-end street with no through traffic, this private property offers a rare combination of space, flexibility, and income potential — all within walking distance to Pine Island Center, including parks, the library, museum, tennis and pickleball courts, and the public pool. Enjoy the laid-back charm of island living while maintaining a private, spacious setting, with a short drive to nearby marinas for easy boating access. Elevated above the floodplain for peace of mind, the main home features an open, light-filled layout with plank tile flooring, crown molding, and two large skylights. The kitchen is designed for both everyday living and entertaining, showcasing two oversized islands, quartzite countertops, abundant cabinetry, soft-close doors and drawers, a range hood, and an oversized Frigidaire Gallery refrigerator/freezer. The eat-in kitchen flows seamlessly to a large screened front porch through double French doors, creating ideal indoor-outdoor living. The home offers two primary suites, including a large primary bedroom with a bay window overlooking the backyard, a walk-in closet, and a well-appointed bath with glass shower and barn door entry. A guest bedroom with its own full bath adds privacy, while additional space allows for a potential third bedroom if desired. Step outside to a true backyard retreat featuring a 16x32 heated saltwater pool with a 1,800 sq ft screened paver enclosure, elevated rear deck, and mature tropical landscaping, with a rare 7-foot depth ideal for both relaxation and recreation. The fully fenced property includes a double gate for easy access and storage of boats, trailers, or equipment. A standout feature is the detached guest cottage with its own entrance, parking, and meter — complete with full kitchen, living area, bedroom, and bath — ideal for extended family or rental income. Built with long-term ownership in mind, this property includes a metal roof (2017), three A/C systems (approx. 3 years old), whole-home generator with 500-gallon buried propane tank, updated electrical system, flood venting, elevated mechanicals for FEMA compliance, whole-home surge protection, water filtration system, hurricane shutters, and a septic system replaced in 2023. The oversized 3-bay garage with A/C workshop provides incredible space for hobbies, storage, or business use. A rare opportunity to own a versatile, move-in-ready property that offers privacy, functionality, and income potential in one exceptional package.

5866 Tahiti Drive, Bokeelia

$689,000

4 Beds ⋅ 2 Baths ⋅ 2026015922 MLS

HUGH PRICE REDUCTION!! 4 bedroom/2 bath pool home! Live in the "country" and enjoy a spacious 2,200+ sq foot home. Actually the property is only 1 mile north of the "4-way stop"! Making the drive off and on the island a quick one! And you will be close to boat ramps, the island stores and restaurants. This large, comfortable home has a wonderful screened lanai that is directly off the heated pool, deck and hot tub. It has a split bedroom concept with 3 bedrooms, & 1 bath on the north side of the home and the large master ensuite is on the south side of the home. INCLUDED is an approximate 1/2 acre cleared-groomed, vacant lot being sold with the home. 5952 Porpoise Rd. PID#16-44-22-01-00000.0710-making this property approximately 1 acre! The complete property encompasses Porpoise Rd & Marlin Rd and is completely fenced! The bonus is a Climate-Controlled 1200sq' metal RV/storage building complete with 3- 14' high rollup doors. Property is NOT located in a flood zone. No flood insurance is required!

12341 Marlin Road, Bokeelia

$1,999,000

6 Beds ⋅ 5 Baths ⋅ 2026011091 MLS

PRICE REDUCTION....... 3211 VACATION LN IS A ONCE IN A LIFETIME OPPORTUNITY TO CREATE YOUR DREAM HOME ON PINE ISLAND SOUND! This 6 bedroom coastal estate is ready for your finishing touches. The estate features a new elevated custom pool and hot tub. The house includes new Anderson hurricane windows and doors. A $160,000+ ultra high-end kitchen is ready to install including Cafe' appliances! A new current code metal roof has been installed along with Hardy board exterior siding. The septic system has been upgraded to support 6 bedrooms/5 bathrooms.- Or less if you wish. The 150' of bayfront presents breathtaking views of both sunrise and sunset of San Carlos Bay from the multiple decks, large hurricane impact windows and doors! Included in the sale are fully permitted and sealed renovation plans and blueprints. Very few Vacation Lane bayfront homes ever hit the public market! Be one of the fortunate to secure this "Generational Opportunity"! FIRST GROUP OF PHOTOS ARE OF THE HOME AS IT STANDS TODAY. THE SECOND GROUP OF PHOTOS DEPICT THE HOME USING AI AFFECTS SHOWING THE KITCHEN COMPLETED WITH THE KITCHEN CABINETS, COUNTERTOPS, AND APPLIANCES THAT ARE INCLUDED WITH THE PURCHASE. - And AI renditions of the home and property when completed.

3211 Vacation Lane, St James City

$225,000

2 Beds ⋅ 2 Baths ⋅ 2026016275 MLS

Your Worry-Free Island Escape: Pristine Condo with Low Maintenance: The low monthly fee covers the heavy lifting of home ownership, providing pest control, insurance, and lawn care—allowing for a "lock and leave" lifestyle or just relaxing on Pine Island Time. Step into the heart of THE 'Island Center' with this exceptional condo near the Phillips Park, Tennis Courts, Library and Community Pool; as well as some of the Best Local Eats! Since Pine Island is long and spread out, being at "the Center" is a major perk and perfectly positioned for those who crave the "Old Florida" lifestyle while still being just minutes from local art galleries, fresh seafood markets, and the charming shops of Matlacha, and surrounding resort islands. Whether you're looking for a seasonal retreat, a high-potential rental, or a permanent slice of paradise, this unit offers the ultimate island home base. This condo's Flexible Layout features 2BR/2BA, attached garage, with plenty of natural light and coastal breezes under cathedral ceilings. The front dining room serves as a perfect "flex space" for a home office or den and with its Spacious & Bright flow through the kitchen and Florida Great Room; ceramic tile throughout. Enjoy peaceful front and backyard views, a screened-in lanai with views to a fenced-in, private backyard surrounded by shade trees and beautifully landscaped grounds that feel like a private sanctuary. This condo sounds like the quintessential "Old Florida" retreat, especially for someone who wants the perks of island living without the typical maintenance headaches; and with a quiet neighborhood setting, you'll have the perfect balance of convenience and tranquility while enjoying the best at an affordable price. Don't miss out on this incredible opportunity to live on an island in Paradise.

5520 Phillips Street, Bokeelia

$524,500

3 Beds ⋅ 3 Baths ⋅ 226014250 MLS

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, ideal for both everyday living and entertaining. The spacious kitchen features modern appliances, a gas stove, ample cabinetry, two pantries and a generous island that flows seamlessly into the living and dining areas. The oversized primary suite provides a relaxing retreat with a well-appointed en-suite complete with soaking tub, a large tiled shower, his and hers walk-in closets and sliding doors to a private lanai. Two additional bedrooms are perfect for guests, each with their own en suite and large closets. Step outside to enjoy the heated pool and private clubhouse with pool table, and a bonus guest apartment for overflow company. This community has a private waste water system, so you’ll never have to worry about a septic. With thoughtful upgrades throughout, and pride of ownership evident in every detail, this home truly stands out. Walk to nearby Pineland Marina and Alden Pines Golf Course, or enjoy a five star dinner at the world renowned Tarpon Lodge, right in your back yard! A brand new outdoor lift and maintenance free landscaping complete this beautiful property .This home sustained no damage or flooding from any of the recent storms. Don’t miss your opportunity to make this exceptional island home your own—schedule your showing today! Motivated Seller!! New asking price Now $524500

7655 Myrsine Circle, Bokeelia

$275,000

3 Beds ⋅ 1 Baths ⋅ 2026013549 MLS

Looking for a charming cottage with personality? Welcome to this recently renovated 3-bedroom, 1-bath single-family home in Bokeelia’s beloved “Fish Streets”—a local favorite known for its laid-back island vibe. This move-in ready home has all the updates you want without losing its charm. Inside, you’ll find a clean, refreshed space that’s ready for your furniture (and whatever style you’re currently into—we’re not here to judge). Step outside and you’ll really see the value—this oversized lot offers plenty of room for outdoor living, hobbies, or finally having space for your boat, trailer, or weekend projects. There’s even a large shed out back for storage, a workshop, or your next big idea. If you’ve been searching for a home with space, character, and a location locals love, this one checks all the boxes. Opportunities like this don’t last—schedule your showing today!

5935 Sea Bass Road, Bokeelia

$288,800

3 Beds ⋅ 2 Baths ⋅ 2026012255 MLS

Back on the market at 'no fault of Seller' -- Buyer's financing fell through. Experience the quintessential Pine Island lifestyle in this beautifully appointed retreat, where tropical serenity & phenomenal flora & fauna meets modern accessibility. This charming island home is ideally positioned moments from local marinas, dining, shopping, and the island's iconic scenic bike path. The upper level radiates warmth, featuring a sun-drenched living area and two comfortable bedrooms. The kitchen serves as a focal point, elevated by exquisite Portuguese porcelain tile countertops and a matching backsplash. For relaxation, the screened lanai offers a seamless transition to the outdoors to unwind, overlooking peaceful views of lush surroundings; perfect for enjoying your morning coffee or evening cocktails. The lower level provides exceptional flexibility with a private-entrance guest suite, including a third bedroom, half bath, and expansive storage—an ideal setup for an art studio or workshop. With a new roof and water heater (2023), a fully fenced yard, and verdant mature landscaping & fruit trees on two lots, this home is a turnkey slice of paradise. Don’t wait---paradise is calling!!

5888 Sea Bass Road, Bokeelia

$345,000

2 Beds ⋅ 3 Baths ⋅ 2026010703 MLS

Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop downstairs with additional room for guests. This property offers a quiet island retreat with all the convenience for waterfront living. Boating enthusiasts will love this location in Tropical Point! The home is just a few minutes’ walking distance from Tropical Point Park water access, perfect for kayaking and boating, which also provides easy access to explore the surrounding islands, some of the best fishing just right down the road. The home features a NEW metal roof, and a recently updated (UP-2-CODE) Electrical panel, and is ready for you to make it your own!!

3660 Tropical Point Drive, St James City

$650,000

2 Beds ⋅ 2 Baths ⋅ 2026006579 MLS

Wonderful seaside cottage with open water views! On any given day, take in the beautiful sunrise while drinking your coffee on the screened lanai. If you're lucky, you may watch dolphins feeding or otters at play. This is a fully renovated and restored property that proves the resiliency and spirit of this special little island. The home has superior wind protection with impact windows, doors, and metal roof----and suffered no known damage in Hurricanes Helene and Milton! Within walking distance of this cute cottage are restaurants, shops, and the community park with boat and kayak launches. This home must be seen; it's a jewel!

4819 Pine Island Road NW, Matlacha

$525,000

4 Beds ⋅ 2 Baths ⋅ 2026005994 MLS

Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a door going into the attached two car garage. Spend the warm sunny Florida days relaxing in your beautiful custom built screened in salt water pool, NEW in 2023. There are sliding glass doors in the living room that lead out to the covered lanai and pool making it great for entertaining. This home features a split floor plan with 3 nice size bedrooms and bathroom on one side, perfect for guests. On the other side is the large master bedroom with new laminate floors, a walk in closet, and an en suite bathroom with tile floors, 2 sinks, granite countertops, and walk in shower. There are accordion hurricane shutters on windows and doors, the house is wired for a generator, with an 8,000 watt generator included in the sale, and a 4 zone automatic sprinkler system. Just walking distance to the lovely public park located in the neighborhood where you can enjoy a picnic, launch a kayak, fish, or dip your toes in the water on Matlacha Pass. Not far from restaurants, grocery stores, marinas, boat ramps. Schedule your appointment today!

3505 Mango Street, St James City

$525,000

2 Beds ⋅ 2 Baths ⋅ 2025022861 MLS

Great gulf access. Less than 5 minutes out to San Carlos Bay and then on to the fishing, beaches and restaurants the area is famous for. This 2 bedroom 2 bath home has a large family/Florida room on the canal to sit and enjoy the local wildlife. The kitchen has been updated with White cabinets. There is a boat lift with the frame for the cover, but no cover. And a composite dock. Spacious with lots of storage space. This home is on a quiet, dead end street. Perfect for your winter or year round home.

2355 Banana Street, St James City

$359,000

2 Beds ⋅ 2 Baths ⋅ 2025022633 MLS

DIRECT GULF ACCESS! Dreaming of living on the water with direct access? Here is your chance. It's not perfect but is priced accordingly. has had some major renovations. Located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home is move-in-ready and is a great deal at this price. Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and appliances, and fully renovated bathrooms with new tubs, showers, cabinets, and fixtures. Enjoy additional upgrades including a newer metal roof, new AC, new septic tank, new tankless water heater, new washer and dryer, new garage door, and an updated laundry room. Relax in the bright Florida room overlooking the canal, or head outside where this property truly shines. Boaters will love the 10,000 lb boat lift, composite dock, and concrete patio area, complete with electric and water at the dock. From here, you’ll enjoy direct access to San Carlos Bay, Matlacha Pass, Pine Island Sound, and the Gulf of Mexico—ideal for world-class fishing, cruising, and exploring the islands. This affordable move-in-ready home would make the perfect fish camp or weekend get-a-way!! Schedule your showing today! Note: Some of the photos have been virtually staged.

2390 Oleander Street, St James City

$999,000

4 Beds ⋅ 4 Baths ⋅ 2025014450 MLS

LIVE THE DREAM WITH MINUTES OUT TO OPEN WATERS! Welcome to your dream waterfront home in beautiful St. James City! This fully remodeled 4-bedroom, 4-bath residence offers unparalleled luxury and comfort. Nestled on a direct access canal, a true boater's paradise with a 10,000-pound boat lift, just a few minutes to some of the best fishing, boating and islands in SWFL! As you step inside, you'll be greeted by a massive vaulted ceiling that is light and bright - a modern, open-concept living space with a dream kitchen high-end stainless-steel appliances, sleek ceramic flooring, and stunning quartz countertops. Open to the living area and beautiful views from the window. The layout is thoughtfully designed with two master suites on the ground floor, each boasting en-suite bathrooms, perfect for multi-generational living or hosting guests. Upstairs, you'll find two generously sized bedrooms, one of which opens to a private balcony, offering serene views of the canal and the surrounding area. Step outside to your personal oasis where a sparkling pool and spa await, ideal for relaxing and entertaining. Whether you're lounging by the pool or enjoying a sunset cruise from your private dock, this home offers the ultimate Florida lifestyle. Don't miss the opportunity to own this exceptional property in St. James City. Schedule your private tour today and experience waterfront living at its finest! All the work has been done, just move right in!

2420 Cherimoya Lane, St James City

$2,750,000

4 Beds ⋅ 4 Baths ⋅ 2025009639 MLS

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 protected preserve, this 7,500 SF Modern Farmhouse is one of the most architecturally striking and structurally sound homes for sale. Constructed with solid concrete on both floors, PGT hurricane windows and doors, and red iron structural steel. Years of design, engineering, and lifestyle come together. Custom iron front doors, redwood walls, a custom welded staircase, and an Edison bulb chandelier. Everything is intentional. A 4,000 SF 1st floor features the primary suite and bedrooms. A 3,500 SF 2nd floor living space with a flex room/studio offers an open concept w/ dedicated spaces for dining & entertaining. No other home offers this balance of togetherness and privacy. Dolby Atmos theater w/ a 126-inch digital 8K projection screen rivaling commercial theaters. Cambria Quartz counters, modern art, steel beams, and concrete meet mature trees, private walking paths, a 3/4-acre pond, and ATV trails. A dedicated wine room w/ wine racks & shelving for stouts. Restaurant-style full bar w/ Zephyr full-size appliances. A whole-home 10-zone independent audio AV system with JBL speakers & Crown amplifiers. Built for those who want to live, work, and play! Bunker-strength construction, tech room, dedicated Xfinity pedestal & LCEC transformer, and underground utilities. The property has a 9.9 ft elevation - NEVER flooded. The RV garage is 70x30, totaling 2,100 SF, with 28-ft ceilings and drive-through access for 60+-ft RVs. Ideal for car collecting and boat storage, with 3 12x14 ft custom roll-up overhead doors, front & rear concrete pads, prewired for a 20-amp exhaust system, speaker system, epoxy floor, high-bay lighting, 400-amp electrical service, and industrial fans. Private road. ATVs, golf carts, horses, and a shooting/firing range all ok. BOATERS: Marinas 5 min. away & marinas at both ends of the island, boat launches, and easy water access. Four Winds Marina provides ample dry storage options. From here Cayo Costa, Useppa Island, Boca Grande, world-class tarpon fishing, and pristine barrier island beaches. Island dining with local favorites including Blue Dog Bar & Grill, the Yucatan Waterfront Tiki Bar & Grill, and legendary Tarpon Lodge — a hidden waterfront gem offering fine dining. Just over the bridge: The Seven Islands Project includes a Marriott-branded hotel, restaurants, a tiki bar, marina & boat slips, and a lagoon resort beach. Plus an outdoor amphitheater, community center, splash pad, kayak launch, dog park, and a food truck park. Cape Coral Grove will deliver a national grocer, local and national dining, retail, a luxury hotel, premium apartments, 4 public parks, and farmers' markets.

4412 Pinetree Boulevard, St James City

$975,000

3 Beds ⋅ 3 Baths ⋅ 2025002846 MLS

Experience true coastal luxury in this beautifully remodeled 3BD/3BA waterfront retreat in Saint James City with direct Gulf access—no bridges. Located just north of the Sanibel Causeway, this elevated oasis offers 2,383 sqft of open living, soaring ceilings, & 5 sets of impact sliding doors for seamless indoor-outdoor flow. The east-facing lanai features a heated pool, large screened cage, & full outdoor kitchen w/quartz island, grill, bar fridge & burners --perfect for shaded afternoons & evening entertaining. Inside, enjoy two primary suites (1 up,1 down), an additional bedroom, plus a loft & private balcony. All 3 spa-inspired baths feature rainfall showers, a freestanding tub & designer finishes. Smart home features include Samsung Bespoke washer/dryer, 4-door Flex fridge, Ring, Nest, & more. Built on 10-ft elevation, no flood issues, with impact windows/doors, 2023 roof, new garage door, composite dock (2021), plantation shutters, Minka Aire fans, custom closet systems & lush tropical landscaping w/lighting & irrigation. This home is your private boating paradise! Move-in ready & unforgettable.

2372 Cherimoya Lane, St James City

$1,470,000

3 Beds ⋅ 3 Baths ⋅ 2025000268 MLS

Beautiful home south end of the island! Poured concrete construction, a metal roof , minutes to Sanibel beachs , ADA Accessible home* Sunrise and Sunset views , fire sprinkler system *Elevator- #900 capacity Impact resistant doors & windows. *1000 sq ft of 'man cave' next to the garage + apartment w/ bedroom & kitchen *Each level has a bedroom suite. Top floor master suite- best views on the island- kitchenette, walk-in shower, soaking tub. Main level, 2nd floor- outdoor gas grill hook up, fireplace, plantation shutters, the kitchen: double oven & gas range. Pool & HotTub: Heated/saltwater/self cleaning. One of the most well built homes in SWFL.. Generator hook ups. Deep canal direct access to the gulf. Covered 10000 lb boat lift & jet ski lift on dock. Every room has waterviews! St. James City has bars, restaurants, seafood markets, farm fresh markets, fishing & access to the best beaches minutes away!

3430 1st Avenue, St James City

$335,000

3 Beds ⋅ 3 Baths ⋅ 225014802 MLS

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, adding valuable space and versatility. This beautifully remodeled home offers over 1,600 sq. ft. of modern living, with stylish updates throughout, making it perfect as an investment opportunity or a spacious family retreat. With new roof, New mini split AC, New tankless water heater, 2 New Kitchens and 3 New Bathrooms - This property is ready for you to move in and experience the best of Pine Island living. Don’t miss the chance to own a versatile, income-generating home in one of Florida’s most unique coastal communities. Seller is offering $5000 towards concessions.

10925 Russell Road, Bokeelia

$270,000

2 Beds ⋅ 1 Baths ⋅ 224077294 MLS

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 taking a short stroll to the nearby fishing pier to catch your dinner or enjoying a delicious meal at one of the local restaurants. The landscaped yard with a beautiful mango tree adds to the Florida feel of this quaint home, creating a serene and tropical oasis. With extra outbuildings and a covered parking area connected to a workshop, there is plenty of space for all of your hobbies and projects. The wooded area next to the property provides added privacy, making this home the perfect retreat from the hustle and bustle of everyday life. Whether you are looking for a peaceful getaway or a permanent residence, this home offers the best of both worlds. Don't miss out on the opportunity to own a piece of paradise in Bokeelia - schedule a showing today and make this dream home yours! This house and surrounding area has never flooded!

15925 Quail Trail, Bokeelia

$379,000

3 Beds ⋅ 2 Baths ⋅ 224097608 MLS

TROPICAL HOMESITES!! Don't miss out on this great buy of a 3 bedroom, 2 bath home that is partially furnished. Home has a 2 car garage, very large Florida room and a screen porch, all for wonderful entertaining or just enjoying the lovely Florida weather. There is a shed for additional storage and a completely fenced yard. See today, buy tomorrow and start living the life.

3790 Tangelo Drive, St James City

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