Pinewoods Homes for Sale

Welcome to Pinewoods, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal retreat for families, retirees, and anyone seeking a peaceful lifestyle in sunny Southwest Florida.

Pinewoods is characterized by its lush landscapes, mature trees, and serene surroundings, creating a picturesque environment that invites you to unwind and enjoy the beauty of nature. With well-maintained sidewalks and friendly neighbors, this community fosters a sense of belonging and camaraderie, making it easy to form lasting friendships.

The homes for sale in Pinewoods reflect a variety of architectural styles and sizes, catering to diverse tastes and needs. From cozy single-family homes to spacious residences, each property is designed with comfort and elegance in mind. Many homes feature open floor plans, modern kitchens, and inviting outdoor spaces perfect for entertaining or simply basking in the Florida sun.

Living in Pinewoods means you'll have easy access to Naples' vibrant lifestyle. Enjoy the nearby pristine beaches, upscale shopping, and fine dining options that Naples is renowned for. Whether you're looking for a day of relaxation by the water or a night out on the town, you’ll find it all just a stone's throw away.

Discover the charm and allure of Pinewoods today. Explore our listings of homes for sale and take the first step towards making this idyllic community your new home in Naples, Florida. Your dream home awaits!

Newest Pinewoods Homes for Sale

$1,150,000

5 Beds ⋅ 5 Baths ⋅ Pinewoods SubDv.

Discover this exceptional lakefront pool home in the highly desirable Pinewoods community, ideally located in the heart of Naples. Thoughtfully expanded and extensively updated, this spacious residence offers 5 bedrooms + Den, 4.5 baths, and a versatile floor plan featuring two private primary suites—perfect for multi-generational living, extended guests, or anyone seeking additional privacy and flexibility. Designed for comfortable everyday living and effortless entertaining, the generous living spaces flow seamlessly to the expansive screened lanai, where you'll enjoy tranquil long lake views, a large pool, and an oversized pool deck—creating the perfect setting to relax, entertain, or simply embrace the Southwest Florida lifestyle. Quality improvements throughout the home provide exceptional value and peace of mind, including a new roof (2017), a second air conditioning system (2017), updated plumbing (2012), impact-resistant windows and doors, and a new front entry door. These thoughtful upgrades enhance comfort, energy efficiency, and storm protection while reflecting the care and maintenance the home has received over the years. Pinewoods is known for its mature tree-lined streets, scenic lakes, and exceptionally low HOA fees. Residents enjoy an unbeatable central Naples location just minutes from Naples' world-famous Gulf beaches, Waterside Shops, Mercato, downtown Naples, top-rated schools, fine dining, shopping, and convenient access to I-75. Adding to its appeal, the property is located in a No Flood Insurance Zone, offering valuable savings and additional peace of mind. Combining generous living space, quality updates, an oversized lakefront homesite, and one of Naples' most sought-after locations, this home presents an outstanding opportunity to enjoy the very best of Naples living.

4442 Wilder Road, Naples

$1,625,000

5 Beds ⋅ 3 Baths ⋅ Pinewoods SubDv.

Welcome to this beautifully updated residence in the highly sought-after Pinewoods community, offering an exceptional blend of space, style, and location. Featuring 5 bedrooms plus a den (ideal for a home office, media room, or additional guest quarters), 3 full baths, and a 2-car garage, this home is designed for comfortable everyday living and effortless entertaining. Step inside to a modern, inviting interior with tasteful décor and a floor plan that flows naturally from room to room. The layout is especially well suited for entertaining, with smooth transitions between the main living areas and the outdoor space—perfect for gathering with family and friends. The spacious eat-in kitchen is the heart of the home, featuring ultra contemporary European-style flat panel cabinetry, marble countertops, stainless steel appliances, a convenient breakfast bar, a dedicated dining area, a wine cooler, and attractive countertops that elevate the look and functionality of the space. Outdoors is where this home truly shines. Take in panoramic western lake views with stunning sunsets from the resort-style salt water pool and outdoor living area, creating the ideal setting for relaxing, dining al fresco, or enjoying Naples’ beautiful sunsets. With the pool as your private retreat and the serene water view as your backdrop, this space feels like an everyday getaway. Master suite oasis with spacious bedroom and a spa-like en-suite bathroom featuring oversized shower, freestanding soaking tub, separate vanities and water closet. Fabulous dressing room with custom built-ins. Additional flex room would be great yoga/exercise room or an additional dressing room. 4 spacious guest bedrooms plus all bathrooms have been renovated. Pinewoods is known for its charm, mature landscaping, and desirable central Naples location—with the added bonus of low community fees. Ideally positioned off Airport Road, residents enjoy quick access to the shopping, dining, and entertainment along Pine Ridge Road, easy connectivity to I-75, and a short drive to Naples’ world-famous white-sand beaches. This is an outstanding opportunity to own a move-in ready home in one of Naples’ most convenient and well-loved neighborhoods.

2341 MAYFIELD Court Unit 8, Naples

Start Your Search