Pinewoods Real Estate

Welcome to Pinewoods, a hidden gem nestled in the heart of Naples, Florida. This charming neighborhood is renowned for its serene ambiance, lush landscapes, and a welcoming community spirit that makes it an ideal place for families, retirees, and everyone in between.

Pinewoods boasts an enviable location, just minutes away from the stunning Gulf Coast beaches that Naples is famous for. Residents can easily access pristine sandy shores, where sun-soaked days and breathtaking sunsets become a cherished part of everyday life. The area is also conveniently situated near upscale shopping districts, gourmet dining options, and vibrant cultural attractions, ensuring that everything you need is just a stone's throw away.

Nature enthusiasts will appreciate the abundant green spaces and parks that Pinewoods offers. With winding trails perfect for walking, jogging, or biking, you can immerse yourself in the beauty of Florida’s natural surroundings. The nearby Conservancy of Southwest Florida provides opportunities for eco-tours, wildlife observation, and educational programs, making it easy to connect with the environment.

Families will find excellent educational opportunities nearby, with highly-rated schools and community programs that foster growth and development. The neighborhood is also known for its friendly atmosphere, where neighbors become friends and community events create lasting bonds.

Whether you’re looking to buy your first home, downsize, or invest in a vacation property, Pinewoods offers a diverse selection of real estate options to suit every lifestyle. Experience the charm and tranquility of Pinewoods, where your dream home awaits in this idyllic Naples neighborhood.

Newest Listings in Pinewoods

$949,000

4 Beds ⋅ 2.5 Baths ⋅ 226030510 MLS ⋅ Pinewoods BLDG.

Welcome to 2472 Pinewoods Circle, a single-story pool home offering 2,850 sq ft of living space (3,500+ total) on a 0.30-acre lot in central Naples (34105). Featuring 4 bedrooms, 3 bathrooms, a 2-car garage, and an open layout, this residence blends updated interiors with premier Florida outdoor living. Highlights include a renovated kitchen with stone countertops, high ceilings, custom wood window blinds, and smart home tech (climate, entry, lighting). The garage comes equipped with a 240V Level 2 EV charging outlet. Step outside to a private retreat featuring a heated pool, expansive screened lanai, and a desirable South rear exposure for all-day sun on the pool deck. Major mechanical updates offer complete structural peace of mind: all plumbing throughout the home was replaced 3 years ago, paired with a 6-year-old roof passing all Florida wind mitigation standards for lower insurance rates, and a 6-year-old primary HVAC system. Pinewoods features quiet non-gated living with tennis and pickleball court access for low HOA dues of $425/yr. Prime central location off Airport-Pulling Road, minutes from Naples beaches, Mercato, Waterside Shops, and 5th Ave South.

2472 Pine Woods CIR Unit 17, Naples

$345,000

2 Beds ⋅ 2 Baths ⋅ 226028023 MLS ⋅ Misty Pines BLDG.

Nestled within the peaceful Pinewoods community, this impeccably maintained and beautifully updated 2-bedroom, 2-bath condominium offers 1,350 square feet of light and bright living space. Recent updates include a roof that's approximately three years old, a brand-new water heater, and stylish luxury vinyl plank flooring, providing peace of mind and modern appeal. You'll love the light-filled floor plan designed for everyday living and effortless entertaining. The spacious kitchen features ample cabinetry, a large pantry, and a sunny breakfast nook for casual dining. The dining area includes a built-in bar, creating the perfect setting for hosting guests or enjoying evenings at home. The generous primary suite serves as a private retreat with a walk-in closet and sliding glass doors that open to a screened lanai overlooking a tranquil lake. The guest bedroom offers added privacy with a separate pocket-door layout that creates an ideal space for guests. Residents of Pinewoods enjoy a community known for its quiet atmosphere and exceptional amenities which include; two swimming pools, a spa, tennis courts, and pickleball. Located less than two miles from the Gulf beaches and only minutes from shopping, dining, and the local attractions of downtown Naples, this home offers the perfect combination of convenience, recreation, and the relaxed Southwest Florida lifestyle.

800 Misty Pines CIR Unit 205, Naples

$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

$349,900

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.