Pinewoods Homes with Pickleball Amenities

Welcome to the charming neighborhood of Pinewoods in Naples, Florida, nestled in the beautiful Collier County. This community offers a serene and peaceful environment, perfect for those seeking a tranquil lifestyle while still being close to all the amenities Naples has to offer.

One of the highlights of living in Pinewoods is the abundance of homes with pickleball amenities. Whether you're a seasoned player or looking to try out this popular sport for the first time, you'll find plenty of opportunities to stay active and socialize with your neighbors. Imagine starting your day with a friendly game of pickleball, followed by a leisurely stroll through the tree-lined streets of Pinewoods.

In addition to the fantastic pickleball amenities, residents of Pinewoods can enjoy easy access to top-rated schools, shopping centers, dining options, and beautiful beaches just a short drive away. With its convenient location and welcoming atmosphere, Pinewoods is the perfect place to call home for those looking to enjoy the best of Naples living.

Come and discover the unique blend of tranquility and activity that Pinewoods has to offer. Whether you're looking for a cozy retreat or a vibrant community to connect with, Pinewoods in Naples, Florida, has something for everyone.

Newest Pinewoods Homes with Pickleball Amenities

$1,150,000

5 Beds ⋅ 4.5 Baths ⋅ 226023042 MLS ⋅ Pinewoods BLDG.

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 RD, Naples

$375,000

2 Beds ⋅ 2 Baths ⋅ 226015236 MLS ⋅ Misty Pines BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to your peaceful Naples retreat. This beautifully updated 2-bedroom, 2-bath second-floor condo offers the perfect blend of comfort, privacy, and convenience. Featuring travertine and tile flooring, granite countertops, upgraded cabinetry, and crown molding, the home feels clean, elevated, and move-in ready. Enjoy quiet mornings and relaxing evenings on your private screened lanai with serene views, plus the added peace of mind of Storm Smart electric hurricane shades. The split floor plan provides ideal privacy for guests, while the spacious primary suite creates a comfortable everyday living experience. A private one-car garage adds convenience and value. Furniture is negotiable, making this an easy option for buyers seeking a move-in ready or seasonal home without the hassle of furnishing. Located in the tranquil Pinewoods community, residents enjoy a pool, tennis, pickleball, and beautifully maintained grounds—all just minutes from Naples beaches, shopping, and dining.

800 MISTY PINES CIR Unit 202, Naples

$285,000

3 Beds ⋅ 2 Baths ⋅ 226014618 MLS ⋅ Windwood BLDG.

This three bedroom unit has tile throughout. It offers a spacious primary bedroom and a great lake view from the screened lanai. The building roof was replaced in 2022. The washer and dryer were replaced in 2026 and the hot water heater in 2025. There is a storage closet at the carport. The community offers pickleball, tennis and a community pool. Great in-town location. Condo is being sold in "as is" condition.

400 Misty Pines CIR Unit 205, Naples

$1,625,000

5 Beds ⋅ 3 Baths ⋅ 226003356 MLS

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 CT Unit 8, Naples

$329,000

2 Beds ⋅ 2 Baths ⋅ 225078666 MLS ⋅ Windwood BLDG.

This is a charming lakefront condo centrally located close to the beach, great schools, shopping and restaurants.This second floor two bedroom two bath condo has a split floor which provides privacy for guests. The bright and open floor plan interior features include volume ceilings with a screened lanai overlooking the lovely lake. Exterior features include covered parking and an exterior storage closet. Windwood Misty Pines amenities include a community pool, tennis and pickleball. This is truly a place to enjoy carefree Florida lifestyle.

500 Misty Pines CIR Unit 2-203, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.