Pirate Harbor Real Estate

Pirate Harbor Real Estate

Welcome to Pirate Harbor, a hidden gem nestled in the picturesque city of Punta Gorda, Florida. This vibrant waterfront community in Charlotte County offers a unique blend of serene living and adventurous spirit, making it an ideal destination for those seeking both relaxation and excitement.

Pirate Harbor is renowned for its stunning access to the waterways of Southwest Florida, providing residents with direct boating access to the Gulf of Mexico. Imagine waking up to the gentle sounds of the water and the sight of sun-kissed waves right outside your window! Whether you’re an avid boater, fisherman, or simply enjoy the beauty of nature, this community is a paradise for outdoor enthusiasts.

The development features a variety of beautifully designed homes, each thoughtfully crafted to embrace the coastal lifestyle. With lush landscaping, spacious lots, and modern amenities, residents can enjoy the perfect blend of comfort and style. Community parks, walking trails, and friendly neighbors create an inviting atmosphere that fosters a true sense of belonging.

Beyond the charm of Pirate Harbor, Punta Gorda is brimming with attractions. Explore the vibrant downtown area filled with boutique shops, delightful restaurants, and cultural experiences. Enjoy the nearby pristine beaches, world-class golf courses, and numerous outdoor activities that make this region a haven for those who love the great outdoors.

Whether you’re looking for a permanent residence or a vacation retreat, Pirate Harbor offers an unparalleled lifestyle in one of Florida’s most desirable locations. Come discover the magic of Pirate Harbor—where your dream waterfront living awaits!

Newest Listings in Pirate Harbor

3 Beds ⋅ 3 Baths ⋅ 226026162 MLS

Welcome to your waterfront paradise in the highly sought-after community of Pirate Harbor in Punta Gorda! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of coastal charm, comfort, and peace of mind. Designed for the Florida boating lifestyle, you’ll enjoy direct Gulf access from your private dock complete with a boat lift and out door shower making spontaneous days on the water effortlessly clean. Whether you’re heading out for world-class fishing, island hopping, or sunset cruises, your next adventure begins right in your backyard. One of this home’s most valuable features is its elevated construction on pilings, offering added protection and peace of mind. Built high above grade, this home is designed to minimize flood risk while maximizing breezes, views, and long-term value. Inside, you’ll find spacious living areas filled with natural light, a functional floor plan, and inviting spaces perfect for entertaining or simply relaxing after a day on the water. With plenty of room for family, friends, or seasonal guests. Whether you’re searching for a full-time residence, a winter retreat, or an investment in one of Southwest Florida’s hidden gems, this exceptional waterfront property checks all the boxes. Waterfront homes with Gulf access, a private boat lift, and elevated construction in Pirate Harbor are a rare find. Don’t miss your opportunity to own a slice of paradise—schedule your private showing today before this incredible home is gone!

24221 W Captain Kidd Boulevard, Punta Gorda

2 Beds ⋅ 2 Baths ⋅ 2026017940 MLS

Experience the freedom of true waterfront living in the highly sought-after community of Pirate Harbor, a hidden gem offering direct boating access, world-class fishing, and the rare advantage of no HOA or deed restrictions. Enjoy the Southwest Florida lifestyle your way with the flexibility to boat, entertain, and relax without limitations. Situated on 100 feet of sailboat/powerboat canal frontage, this waterfront property features a concrete seawall, private dock, and a 10,000 lb boat lift with new risers, motors, and canopy, accommodating up to a 40-foot boat. Long canal views create the perfect backdrop for sunset cruises and waterfront living. Located just minutes to Charlotte Harbor with quick access to Boca Grande Pass and the Gulf of Mexico, this is truly a boater’s and angler’s paradise. Thoughtfully renovated with a relaxed coastal design, the home offers 2 bedrooms, 2 bathrooms, and over 1,700 square feet of living space, with 2,208 total square feet including the garage. Inside, an open layout flows seamlessly to the spacious 29’ x 16’ air-conditioned Florida room featuring removable sliding glass windows that allow you to enjoy refreshing breezes and stunning water views year-round. The kitchen combines style and function with wood cabinetry, granite countertops, abundant storage, recessed lighting, breakfast bar seating, and a convenient pass-through window to the Florida room. Just off the kitchen, a beautifully designed bonus bar area showcases wood-beamed vaulted ceilings, shiplap accent wall with shelving, pendant lighting, and ample room for entertaining. The spacious primary suite offers a large closet and private ensuite bath with tiled shower. The guest bedroom is light and bright with generous closet space, while the guest bath features a tub/shower combination and oversized vanity. Additional linen and coat closets provide excellent storage throughout the home. Step outside to a paver patio with seating and fire pit overlooking the water, creating the perfect setting for relaxing evenings and unforgettable sunsets. The backyard offers plenty of room to enjoy your private tropical oasis. Additional features include a 2024 metal roof, tankless water heater, new appliances, fresh interior and exterior paint, new gutters, a 12’ x 24’ workshop/shed built in 2020, tropical landscaping with curbing, and an attached 26’ x 17’ garage with laundry area. Newer furnishings may be negotiated separately, offering a possible turnkey opportunity. If you’ve been searching for a waterfront home with direct boating access, exceptional fishing, and no HOA restrictions, this is a rare opportunity to own in one of Southwest Florida’s most authentic boating communities.

24240 Henry Morgan Boulevard, Punta Gorda

Discover a rare gem in the heart of Southwest Florida’s coveted Pirate Harbor community—a breathtaking half-acre lot that embodies coastal paradise. This oversized, tip-lot property, the only one of its kind available, boasts over 300 feet of pristine waterfront, offering unrivaled sailboat access to the open waters of the Gulf of America and beyond. Imagine casting off from your private dock, gliding effortlessly toward adventure, with the shimmering expanse of open water at your doorstep. Cleared with plenty of fill dirt on site, this stunning lot is a blank canvas ready for your dream home, where every day begins with serene water views and ends with vibrant, awe-inspiring sunsets. The natural beauty of Pirate Harbor surrounds you, with quick access to the region’s enchanting barrier islands—perfect for exploring hidden coves and pristine beaches. Whether you’re an avid boater, angler, or simply crave the tranquility of waterfront living, this lot delivers a lifestyle of unparalleled freedom and splendor. With the potential to split into two parcels, the possibilities are endless. Conveniently located just 15 minutes from Punta Gorda Airport, this slice of heaven combines seclusion with accessibility. Don’t miss this extraordinary opportunity to own a piece of Pirate Harbor’s coastal allure. Seller financing available with flexible, negotiable terms—inquire for more details. *Prior home on property demolished saving you money on impact fees*

24153 Henry Morgan Boulevard, Punta Gorda

Build your dream home on this oversized, irregular residential lot nestled among luxury, million-dollar-plus properties. This unique parcel offers added privacy and flexibility in design thanks to its generous size and distinctive shape—perfect for a custom estate, expansive outdoor living, or creative architectural plans. Located in a highly desirable area surrounded by upscale homes, this property provides an exceptional opportunity to invest in a prestigious neighborhood while still tailoring your vision from the ground up. Enjoy the benefits of nearby high-end residences, strong property values, and a setting that reflects pride of ownership throughout. Whether you're a builder, investor, or future homeowner, this lot delivers the ideal combination of space, location, and potential.

1003 NW 40th Place, Cape Coral

“Wake up to open water possibilities on 1.64 acres of rare gulf-access piece of paradise in Pirate Harbor, just a straight run to Charlotte Harbor and the Gulf. With hundreds of feet of tranquil canal frontage, your private dock, tiki hut, and waterside patio set the stage for sunset dinners, early morning fishing, and effortless days on the water. Build the coastal estate you’ve always imagined or a retreat that feels worlds away yet just minutes from Punta Gorda’s charm. This isn’t just a homesite it’s your gateway to a life defined by freedom, beauty, and the rhythm of the Gulf.”

24383 Jean La Fitte Boulevard, Punta Gorda

3 Beds ⋅ 2 Baths ⋅ 2026011657 MLS

Pirate Harbor ! Beautifully remodeled 3-bedroom, 2-bath waterfront home situated on a desirable corner lot with stunning canal views. This move-in ready property offers direct water access and is perfect for boating enthusiasts, featuring a private boat dock with a covered lift for convenience and protection. Inside, the home has been thoughtfully updated with a modern kitchen showcasing granite countertops, new custom cabinetry, and all new stainless steel appliances. The open and inviting layout creates a perfect space for entertaining or relaxing while enjoying the waterfront lifestyle. With its prime location, stylish upgrades, and excellent boating access, this home is ideal as a full-time residence, seasonal retreat, or investment opportunity. Enjoy beautiful water views and the best of Florida living right from your backyard

24368 Blackbeard Boulevard, Punta Gorda

Discover an exceptional opportunity to build your custom coastal retreat in Pirate Harbor, one of Southwest Florida’s most distinctive waterfront communities. While this homesite is not directly on the water, it offers the rare advantage of luxury coastal living without waterfront maintenance or pricing, making it an ideal choice for buyers or investors. This .28-acre is mostly cleared with trees at rear of property and is a build-ready lot featuring desirable Southern rear exposure and generous dimensions of 100’ x 125’, providing ample space for an elegant custom residence. Community offers city water and sewer with no assessments. Located in the heart of Pirate Harbor, this lot places you steps from the community’s vibrant coastal lifestyle—golf cart friendly streets, signature neighborhood events, and the beloved Annual Golf Cart Parade. Nature lovers will appreciate the abundance of local wildlife, including ospreys, manatees, and dolphins, all part of the community’s serene coastal setting. Pirate Harbor offers a rare combination of NO deed restrictions, NO mandatory HOA fees, and a voluntary homeowners association, allowing true flexibility for your vision while preserving the character of this upscale enclave. Ideally situated between Sarasota and Naples, residents enjoy close proximity to: Safe Harbor Burnt Store Marina – minutes away, offering deep-water access, a full-service marina, waterfront dining, ship store, golf course with pro shop, all open to the Public. Punta Gorda Airport – just 20 minutes away, Southwest Florida International Airport – under an hour drive, World-class beaches North or South, Sunseeker Resort, fine dining, boutique shopping, farmers markets, top-rated medical facilities, and more all close by. This is a rare opportunity to secure the lowest-priced homesites in Pirate Harbor while enjoying the prestige, lifestyle, and convenience of a premier waterfront community—without paying waterfront premiums or HOA fees.

24501 Yacht Club Boulevard, Punta Gorda

Nestled in the tranquil, laid-back community of pirate harbor, this stunning 6- acre property offers 400 feet of pristine creek- front access. Enjoy the serenity of waterfront living with ample space for your dream home or private retreat. the property is free of wet lands, providing a clear buildable space, and an environmental study has been completed for added peace of mind. with its unique blend of privacy, natural beauty and convenient access to the water this parcel is perfect for those seeking a quiet , nature -filled escape while still being close to all the amenities pirate harbor has to offer. Don't miss the chance to own this one-of-a-kind water front gem. Seller will consider dividing into up to 3 parcels.

24540 Yacht Club Boulevard, Punta Gorda

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Kelly O'Connell

Kelly O’Connell, Realtor® – Serving Cape Coral and SWFL With almost a decade of real estate experience and more than 25 years in Sales and Marketing leadership within the Property Management industry, Kelly O’Connell brings a wealth of knowledge and professionalism to every client interaction. Based in Cape Coral, Kelly has built her reputation representing top builders and specializing in new construction homes, helping clients navigate the exciting process of building or buying in one of Florida’s most desirable markets. Her expertise extends beyond new construction to luxury homes, relocations, first-time home buyers, and investment properties, ensuring every client—no matter their goals—receives the same level of attentive, personalized service. Kelly’s approach is founded on building lasting relationships, transparent communication, and always putting her clients first. Her extensive background in property management and marketing gives her a unique perspective on market trends and makes her a trusted advisor throughout every stage of the real estate journey. Whether you’re relocating to Southwest Florida, investing in a vacation property, or building your dream home, Kelly is dedicated to helping you achieve your real estate goals with confidence and care.

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Jennifer Oravec‑Cottrell

Jennifer Oravec‑Cottrell is a trusted Realtor focused on providing personalized, client‑centered service. With a strong sales background and a commitment to clear communication, Jennifer helps buyers and sellers achieve their real estate goals with confidence. She is known for her professionalism, responsiveness, and dedication to making every transaction as smooth and stress‑free as possible. We can take care of everything you need, from start to close. Your Trusted Southwest Florida Real Estate Experts As local real estate experts, Jennifer & Kelly bring an unmatched depth of knowledge about buying and selling homes in Southwest Florida. Real estate is never one-size-fits-all, and having a trusted advisor with up-to-date market insight makes all the difference. Their expertise ensures you’re informed, confident, and fully supported every step of the way. Find Your Next Home You deserve more than just a home—you deserve the right home. Jennifer & Kelly know Southwest Florida inside and out and will work closely with you to find the perfect property at the right price. From neighborhood amenities and lifestyle considerations to the must-have features on your wish list, they focus on what matters most to you. Sell Your Home with Confidence When it’s time to move, you need professionals who can handle every detail seamlessly. From strategic marketing and professional showings to contract negotiations, financing coordination, inspections, and closing, Jennifer & Kelly manage the entire process from start to finish—ensuring a smooth, stress-free experience and maximum value for your home. Strategic Home Selling Consultation Buyers don’t always see a home the way sellers do—and that’s where expert guidance matters. Jennifer & Kelly provide tailored recommendations to position your home for its ideal audience, helping it stand out, attract strong offers, and achieve top dollar. Whether you’re buying, selling, relocating, or investing, Jennifer & Kelly are committed to delivering personalized service, clear communication, and exceptional results. Let’s get you moving—with confidence and care.

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