Pine Island Real Estate Search

Pine Island Properties between $500,000 and $600,000 for Sale

Our website features the best real estate search for between $500,000 and $600,000 properties available in Pine Island and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Pine Island Properties between $500,000 and $600,000 for Sale

$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
$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
$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
$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
$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
$569,900
3 Beds ⋅ 2 Baths ⋅ 2026001712 MLS
AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading. Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a functional irrigation system already in place, the groundwork is set for continued or expanded agricultural use, including tree farming, nursery operations, gardening, orchards, or diversified agricultural production. The land is well configured with open acreage, established access paths, multiple walking and riding trails, and a balance of cleared areas and natural brush that supports productivity, privacy, and future expansion. A gated entry provides controlled access, while the property’s size and layout enable efficient equipment movement, defined planting zones, and operational flexibility. AG-2 zoning allows a wide range of agricultural and rural uses, including crop cultivation, plant and tree nurseries, horticulture, limited livestock, agricultural structures, and a single-family residence associated with agricultural operations (buyer to verify permitted uses). The 3-bedroom, 2-bath residence offers approximately 1,600 square feet of practical living space well-suited for an owner-operator or full-time homesteading lifestyle. Recent improvements include a brand-new HVAC system, impact-rated windows and front door, and low-maintenance LVP flooring throughout. The open kitchen features granite countertops, stainless steel appliances, a custom stainless steel hood, a double pantry, and ample workspace that connects seamlessly to the main living area. Additional features include updated bathrooms, an oversized laundry/utility room adaptable for storage, work, or homestead tasks, and a full-length enclosed porch overlooking the property. Outdoor amenities include an above-ground pool and a covered wood deck for relaxation after a day’s work. Supporting structures include a large detached garage/barn with dual sliding doors, ample storage for equipment and supplies, a small shop with a wall unit, and a cleared turnaround drive for easy access. Properties of this size, with the zoning and functionality, especially with an agricultural exemption already established, are exceptionally rare, where the island lifestyle is also so easily obtained. Fishing and boating are just moments away when you need a quick break from homesteading or if you want to fill the freezer with fish. Whether your vision is a working farm, nursery-ready acreage, or a self-sustaining island homestead, 5228 Stringfellow Road offers a unique combination of land, freedom, and long-term value on Pine Island.

5228 Stringfellow Road, 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
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