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$1,425,000

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.

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

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.

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

$524,500

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

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

$569,900

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.

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

$2,750,000

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.

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

$335,000

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.

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