Pinewood South Real Estate

Pinewood South Real Estate

Welcome to Pinewood South, an enchanting community nestled in the heart of Fort Myers, Florida. This charming development offers a perfect blend of modern living and natural beauty, making it an ideal destination for families, retirees, and everyone in between.

Pinewood South is strategically located in Lee County, providing residents with easy access to the vibrant lifestyle that Fort Myers has to offer. With its pristine beaches, lush parks, and a thriving downtown, you’ll find a myriad of activities and amenities just a stone's throw away. Enjoy leisurely strolls along the Caloosahatchee River, indulge in the culinary delights of local restaurants, or shop at the eclectic boutiques that dot the area.

The community itself is designed with comfort and convenience in mind. Pinewood South features a variety of thoughtfully designed homes, each equipped with modern finishes and spacious layouts that cater to diverse lifestyles. Whether you’re seeking a cozy two-bedroom villa or a sprawling family home, you’ll find the perfect fit in this welcoming neighborhood.

Families will appreciate the top-rated schools nearby, while outdoor enthusiasts will love the abundance of parks and recreational opportunities. Pinewood South is also conveniently located near major highways, making commuting a breeze and allowing for easy exploration of all that Southwest Florida has to offer.

Join the Pinewood South community today, where you can experience the best of Fort Myers living in a peaceful, family-friendly environment. Your dream home awaits!

Newest Listings in Pinewood South

2 Beds ⋅ 2 Baths ⋅ 226003037 MLS

Beautifully maintained 2BR/2BA condo in a gated 55+ community in the heart of Fort Myers. This light and bright second-floor unit offers comfortable, low-maintenance living, with furniture available as a negotiable option. Enjoy a well-managed community featuring two heated pools and an affordable HOA. Ideally located just off U.S. 41, minutes from shopping, dining, medical facilities, and entertainment. Downtown Fort Myers is only 10 minutes away, and beaches are just 20 minutes. Conveniently close to Trader Joe’s, Sam’s Club, Page Field Airport, Brooks Community Park, and more. An excellent opportunity to enjoy the Florida lifestyle at an attractive price. Motivated seller! Schedule your showing today!

4790 S Cleveland Avenue Unit 1206, Fort Myers

2 Beds ⋅ 2 Baths ⋅ 2025023316 MLS

Welcome to this beautifully maintained first-floor, furnished 2-bedroom, 2-bath condo in the heart of Fort Myers at 4790 S Cleveland Ave #1404, where comfort, style, and convenience come together. This light and bright residence features tile flooring throughout the main living areas, a clean, updated kitchen with white cabinetry, stainless steel appliances, marble-look countertops, subway tile backsplash, and a breakfast bar perfect for casual dining or entertaining. ALL ASSESSMENTS PAID IN FULL. A/C 2021. The open-concept living and dining area is enhanced by vaulted ceilings, multiple ceiling fans, and abundant natural light, flowing seamlessly to the screened-in lanai with peaceful views of lush green space and mature palms—ideal for morning coffee or evening relaxation. The split-bedroom floor plan offers privacy, with a spacious guest bedroom featuring twin beds and a generous primary suite accented by a soft coastal color palette. Both bathrooms are well-appointed, and the unit includes a stackable washer and dryer for everyday convenience. This residence is thoughtfully furnished in a breezy Florida style and is truly move-in ready. Located in a well-kept community with a resort-style pool, and just minutes from shopping, dining, medical facilities, downtown Fort Myers, and the beaches, this property is perfect as a full-time home, seasonal retreat, or investment opportunity. Enjoy easy access to everything Southwest Florida has to offer—schedule your private showing today.

4790 S Cleveland Avenue Unit 1404, Fort Myers

2 Beds ⋅ 2 Baths ⋅ 2025003736 MLS

2 Bed / 2 Bath Condo in Pinewood South – 55+ Community Well-maintained 2-bedroom, 2-bath condo in a desirable 55+ Fort Myers community, offering an excellent opportunity to update and make it your own. As one of the lowest-priced units in the community, this home delivers exceptional value for full-time residents, seasonal owners, or investors. Enjoy a private screened balcony, two heated pools, beautifully landscaped grounds, barbecue grills, and a convenient car wash area. Recent community improvements enhance the property's appeal and long-term value. Ideally located just minutes from Downtown Fort Myers, Edison Mall, Bell Tower Shops, restaurants, shopping, medical facilities, and everyday conveniences. Don't miss this affordable opportunity to own in a prime Fort Myers location. Schedule your private showing today!

4790 S Cleveland Avenue Unit 1906, Fort Myers

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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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