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$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

Courtesy of Local Real Estate LLC. (239) 297-2777
$870,000
3 Beds ⋅ 2 Baths ⋅ 226012801 MLS ⋅ Pinewoods BLDG.
BACK ON MARKET DUE TO BUYERS FAILURE TO SECURE FINANCING -- Consider this a second chance at the "chef’s kiss" of Naples coastal living—a perfectly executed blend of modern luxury and tranquil serenity at 2178 Pine Woods Circle. This masterfully remodeled single-family home blends high-end architectural details with the ultimate "lock-and-leave" security. From the iconic red front door to the glistening long lake views, every inch of this property radiates a fresh, contemporary energy. The open-concept floor plan is anchored by vaulted ceilings and flooded with natural light from an abundance of new hurricane impact windows. The chef-inspired kitchen flows seamlessly into the living areas, making it an entertainer’s dream. The Primary Suite is a true sanctuary featuring a spa-grade ensuite with a separate soaking tub and steam shower. Every closet is outfitted with custom wood shelving, and the oversized two-car garage features fresh epoxy floors. Outside, enjoy the Florida breeze under your new 2024 screen enclosure with a portrait screen for unobstructed, panoramic lake vistas. The exterior is a "tranquil escape," featuring a paver circular driveway, twin palms, and a curated succulent garden. Located in the sought-after Pinewoods neighborhood, you are minutes from top-rated Naples schools and luxury shopping at Waterside Shoppes, and Vanderbilt Shoppes. This home offers rare financial and structural advantages: New 2024 roof & cage, hurricane impact protection, and generator transfer switch (generator included) High-Value Ownership: Low HOA fees and located in a No Flood Insurance zone. Come see why this is the most compelling real estate opportunity in Central Naples. *One or more photo(s) has been virtually staged, AI generated or rendered.

2178 Pine Woods CIR Unit 25, Naples

Courtesy of Compass Florida LLC. 239-571-7082

Selling Office: RE/MAX Hallmark Realty.

$675,000
3 Beds ⋅ 2 Baths ⋅ 226004180 MLS
This well-designed residence offers an exceptional floor plan with space, character, and flexibility, set on an oversized corner lot within Pinewoods, one of Naples’ most sought-after and quietly established neighborhoods. Multiple living areas allow the home to live comfortably and effortlessly, featuring a welcoming great room, formal dining room, and a spacious family room highlighted by warm wood beam accents and a charming brick fireplace—an inviting gathering space that feels both generous and intimate. Pocketing sliders open wide to the screened lanai, creating a seamless indoor-outdoor connection and appears room to add a pool. The thoughtful layout makes the home an ideal canvas for personal touches, while ensuring each space feels intentional and well-proportioned. Each bedroom is spacious, offering exceptional comfort and privacy for family and guests alike. Residents of Pinewoods enjoy a neighborhood known for its mature landscaping, charm, 2 quality tennis courts and 4 pickleball courts and a central Naples location, with the added benefit of low HOA fees. Tucked just off Airport Road, the community offers quick access shopping and dining, Publix along Pine Ridge Road, easy connectivity to I-75, and a short drive to Naples’ renowned, sun-drenched white-sand beaches and 5th Avenue South. This is a rare opportunity to own a move-in-ready home with an outstanding floor plan in one of Naples’ most well-loved and conveniently located neighborhoods.

2383 Mayfield CT Unit 4, Naples

Courtesy of John R Wood Properties. 239-776-8770

Selling Office: Premier Sotheby's Int'l Realty.

$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

Courtesy of John R Wood Properties.

$805,000
3 Beds ⋅ 2 Baths ⋅ 226003256 MLS
Welcome to 2419 Pinewoods Circle, perfectly positioned in one of Naples’ most sought-after and centrally located neighborhoods. Known for its mature landscaping, quiet streets, and unbeatable proximity to everything Naples has to offer, Pinewoods delivers the ideal balance of privacy and convenience. This charming residence is filled with natural light and character, offering two expansive great rooms that provide incredible flexibility for everyday living, entertaining, or multi-generational use. A formal dining area anchors the home and creates a natural gathering space for hosting family and friends. Sunlight pours in through skylights and walls of sliding glass doors, enhancing the home’s warm and inviting feel. Pocket sliding doors seamlessly open to an expansive pool and lanai area, creating a true indoor-outdoor living experience that is quintessential Southwest Florida. Whether hosting a dinner party or enjoying a quiet evening, this space is designed for effortless entertaining. Adding to the home’s appeal is a bonus garden oasis courtyard, a peaceful retreat perfect for morning coffee, container gardening, or a private escape surrounded by greenery. Throughout the home, you’ll find a sense of timeless charm and thoughtful design that makes the space feel both welcoming and unique. Located just minutes from Naples’ renowned beaches, premier shopping (Target, Publix, and Walmart are a mere couple of minutes away), dining, and entertainment, and situated within a highly regarded school zone, this home offers exceptional value in one of the best locations in town. Homes in Pinewoods are rarely available and highly desired. This is your opportunity to own a light-filled, character-rich home in the heart of Naples, where lifestyle, location, and livability come together beautifully.

2419 Pine Woods CIR Unit 11, Naples

Courtesy of Alfred Robbins Realty Group. 239-595-0598

Selling Office: Platinum Real Estate.

$920,000
3 Beds ⋅ 2.5 Baths ⋅ 225040107 MLS
Welcome to this charming Key West-style home in the desirable Pinewoods family neighborhood of North Naples! Built in 2017, this residence features a durable metal roof and hurricane-resistant windows, offering style and peace of mind. Step inside to an open-concept kitchen that seamlessly flows into the living area, flanked by a dedicated dining space, ideal for entertaining. Split bedrooms from the primary suite. The cozy front porch adds to the home’s inviting curb appeal, while the spacious lanai in the back opens to an outdoor oasis, complete with a saltwater pool and spa.

2365 Pine Woods CIR Unit 6, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Compass Florida LLC.

$750,000
3 Beds ⋅ 2.5 Baths ⋅ 225023493 MLS
Welcome to this charming coastal-inspired home in the desirable Pinewoods neighborhood of North Naples! Built in 2017, one of the newest homes in Pinewoods, built more than 40 years after most in the neighborhood, this residence meets the latest hurricane codes, offering modern construction, durability and peace of mind. Featuring a durable metal roof and hurricane-resistant windows, offering style and peace of mind. Open-concept living room and kitchen allow for easy family entertaining. The cozy front porch adds to the home’s inviting curb appeal, while the spacious lanai in the back opens to an outdoor oasis, complete with a pool and spa. While this home offers great bones and a fantastic layout, a little TLC will make it shine. With new flooring, fresh paint and your personal touches, this home has incredible potential to quickly increase in value, making it a fantastic opportunity in Pinewoods! In North Naples, Pinewoods provides easy access to top-rated schools, shopping, dining and Naples beautiful beaches. Reach out today to discuss this home's potential.

2365 Pine Woods CIR Unit 6, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Premier Sotheby's Int'l Realty.

$785,000
3 Beds ⋅ 2.5 Baths ⋅ 225016649 MLS
Priced significantly below appraised value for a quick sale. Situated on one of the most desirable oversized lots in the area, this home offers the perfect blend of modern style and seamless indoor-outdoor living. The expansive backyard is a private retreat, ideal for sun-soaked afternoons or cozy evenings by the fire. A spacious resort-style lanai and a secluded outdoor shower enhance the sense of luxury. Inside, tasteful design is complemented by high-quality finishes. The stunning kitchen serves as the heart of the home, featuring a striking island, premium stainless steel appliances, and a thoughtfully designed dining area—ideal for both everyday meals and entertaining. An adjacent wine cooler adds convenience and style. The open-concept layout creates a bright, inviting atmosphere, effortlessly connecting the living spaces and making it easy to entertain or relax in comfort. This home offers convenient access to pristine beaches, top-rated schools, and a variety of shopping and dining options in the surrounding areas, including Mercato and downtown Naples.

2323 Pine Woods CIR Unit 13, Naples

Courtesy of Downing Frye Realty Inc..

Selling Office: Downing Frye Realty Inc..

$1,000,000
3 Beds ⋅ 2.5 Baths ⋅ 224090389 MLS
Experience the ideal balance of luxury and simplicity in this stylishly remodeled three-bedroom, 2.5-bath home. Every detail reflects a passion for travel, with design influences drawn from world-class international hotels. Italian-inspired elegance, a Brazilian waterfall granite kitchen island and a marble tile backsplash with gold inlays elevate the open-concept white kitchen, complete with a wet bar and 155-bottle wine cooler. Sophisticated, low-maintenance finishes such as bold graphic wall coverings, striking porcelain flooring, and custom designer light fixtures create a luminous and unique atmosphere. The vaulted ceilings, LED lighting and floor-to-ceiling white brick wood-burning fireplace with a custom mantel add depth and warmth to the living space. French doors lead to a private oasis, a custom saltwater pool with a waterfall feature wall, sun shelf with bubbler, outdoor kitchen and lush landscaping. The oversized two-car garage is equipped with a sleek modern door and a 200V EV charger for convenience, complemented by a beautiful paver circular driveway with space for up to 11 cars. Ideally just three miles from the beach and close to dining, shopping, parks and schools, this modern-contemporary gem also includes access to tennis and new pickleball courts with low fees. Plus, no flood insurance is required, according to the owner. A unique home ready for stylish, low maintenance living in the heart of Naples.

2376 Pine Woods CIR Unit 1, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Douglas Elliman Florida,LLC.

$1,125,000
4 Beds ⋅ 4 Baths ⋅ 223093532 MLS
Discover tranquility in this Naples gem! Nestled on a quiet cul-de-sac in a low HOA community, this 4-bed, 4-bath home boasts vaulted ceilings, skylights, and a desirable split floor plan. The spacious kitchen, equipped with stainless steel appliances and gas cooking, is a culinary haven. Meticulously maintained with many upgrades, the residence features a large pool deck and lanai, perfect for outdoor gatherings. The beautifully landscaped yard, fully fenced with lush grassy areas, ensures privacy. Enjoy the saltwater pool and spa, heated by gas, making it an entertainer's dream. Centrally located to restaurants, shopping, and white sandy beaches, seize the opportunity for a serene lifestyle in this Naples haven.

2269 Inglewood CT Unit 22, Naples

Courtesy of Keller Williams Realty Naples.

Selling Office: Douglas Elliman Florida,LLC.

$1,150,000
3 Beds ⋅ 2.5 Baths ⋅ 223084944 MLS
A true tropical oasis, this home offers beautiful, wide lakefront vistas on an oversized cul de sac lot, in the centrally located community of Pinewoods. Greeting you with an abundance of natural light this home opens to an expansive, lushly landscaped southern view. Indoor and outdoor entertainment areas flow seamlessly through multiple sets of sliding glass doors. The large screened in lanai, pool and outdoor entertaining areas welcome the southern light and impressive evening sunsets. With soaring ceilings throughout, the inclusive kitchen opens to a spacious family room and casual dining. A formal living and dining room complete the abundant space and offer additional areas for entertainment and family gatherings. Just over 3000 sqft under air, this 3 bedroom plus den, 2-1/2 bath home is a rare find in a neighborhood that is close to A rated schools, great shopping, dining and just 3 miles from our white sandy beaches. Pet friendly Pinewoods also offers Tennis, Pickleball and sidewalk lined streets. Fabulous!

2428 Camden CT Unit 7, Naples

Courtesy of John R Wood Properties.

Selling Office: John R Wood Properties.

$1,100,000
3 Beds ⋅ 3.5 Baths ⋅ 223045150 MLS ⋅ Pinewoods BLDG.
This centrally located single family home is close to everything Naples has to offer! The beach is just 3 miles away and a short drive to 5th Ave shopping and dining as well as Waterside and Mercato. Offering 3 bedrooms, separate den or study, large family room and three and half baths, you can lounge by your private pool overlooking the beautiful lake view. Home has lots of light with its southeastern exposure, walls of glass and vaulted ceilings. Primary ensuite bedroom is very large with separate tub and shower, double sinks and french doors leading out to the screened lanai and pool area. Pine Woods has low fees and includes tennis and pickleball for your enjoyment and is in a top rated school district. Bring your creative touches and make this your dream home here in Naples.

2328 Pine Woods CIR, Naples

Courtesy of William Raveis Real Estate.

Selling Office: Premier Sotheby's Int'l Realty.

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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.

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