Pinewoods Real Estate

Welcome to Pinewoods, a hidden gem nestled in the heart of Naples, Florida. This charming neighborhood seamlessly blends the tranquility of nature with the vibrancy of coastal living, making it an ideal locale for families, retirees, and everyone in between.

Pinewoods is renowned for its lush, tree-lined streets and beautifully manicured landscapes. The area boasts a variety of stunning single-family homes and condos, each designed to capture the essence of Florida living. Residents enjoy spacious properties that often feature private pools, outdoor patios, and picturesque views of the surrounding greenery.

One of the standout features of Pinewoods is its proximity to Naples’ world-class amenities. Just a short drive away, you’ll find pristine beaches, upscale shopping at the Waterside Shops, and an array of gourmet dining options. Nature enthusiasts will appreciate the nearby parks and nature reserves, where opportunities for hiking, biking, and bird-watching abound.

Families are drawn to Pinewoods for its excellent schools and community spirit. The neighborhood hosts various events throughout the year, fostering a strong sense of belonging among residents. Whether you’re enjoying a weekend barbecue with neighbors or taking a leisurely stroll in the evening, Pinewoods offers a warm and welcoming atmosphere.

With its perfect blend of natural beauty, convenient location, and a strong sense of community, Pinewoods is more than just a neighborhood; it’s a lifestyle. Discover the charm of Pinewoods today and experience the best that Naples has to offer!

Newest Listings in Pinewoods

$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

$369,900

2 Beds ⋅ 2 Baths ⋅ 2026026454 MLS ⋅ Misty Pines BLDG.

Welcome to this beautifully remodeled second-floor condo in the desirable Misty Pines community within Pinewoods. This 2-bedroom, 2-bath residence offers 1,242 square feet of thoughtfully updated living space with beautiful hardwood floors throughout and granite countertops in both the kitchen and bathrooms. Enjoy peaceful lake views from your private screened lanai, which also includes a convenient storage closet. Furniture is negotiable, making this home move-in ready for a full-time residence, seasonal retreat, or investment opportunity. Misty Pines offers two community pools and tennis courts, all in a prime Naples location just minutes from shopping, dining, I-75, downtown Naples, and the area's world-famous Gulf beaches. This beautifully maintained community combines comfort, convenience, and an exceptional Florida lifestyle.

700 Misty Pines CIR Unit 204, 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

$309,000

2 Beds ⋅ 2 Baths ⋅ 225069878 MLS ⋅ Misty Pines BLDG.

Super cute and completely renovated from top to bottom. Ready to enjoy or rent as you wish. Own a piece of Naples Paradise! Less than 30 minutes from RSW/Ft Myers airport, this coastal designed/decorated condo is situated in the popular and convenient central location of Naples--close to shopping, dining, Old Naples, Mercato, beaches and more. Tucked away in the Pinewoods Subdivision off Airport Road and close to Grey Oaks CC, you will love the quiet ambience of the area and the serene lake views from your screened in lanai. Enjoy the pool just steps from your condo, tennis courts and the covered carport within close proximity to your front door. Everything is newer-kitchen, flooring, cabinetry, appliances, wine refrigerator, shower doors, custom mirrors, window treatments, ship lap, bead board, beautiful granite....AND all the new furniture and decor remains if you wish, or owner can remove. No leases attached to the property, so you can move right in, enjoy yourself, or use as an investment. HOA is small, yet strong and only has 6 friendly homeowners with long term professional HOA management.

900 Misty Pines CIR Unit 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.