Pine Ridge Homes for Sale in Naples, FL

Pine Ridge: Estate Living on Acreage in the Heart of Naples

Pine Ridge in Naples, Florida is one of Naples' premier luxury communities — and one of its most unusual. Here, in the middle of one of America's most coveted cities, estate homes sit on one-to-five-acre (and larger) wooded lots beneath towering pines, with no HOA telling owners what they can build, plant, or park. It's country living with city convenience: Vanderbilt Beach is minutes away, Mercato and Waterside Shops are an easy drive, and downtown Naples is close — yet the streets feel like a private preserve, quiet, green, and unhurried.

Lifestyle & Location

Pine Ridge occupies a prime central pocket between Tamiami Trail and Goodlette-Frank Road, roughly between Pine Ridge Road and Livingston Road. The canopy of mature pines and oaks, the long private drives, and the generous setbacks create a rural tranquility that's increasingly rare this close to the coast. Yet nothing is far: the beaches that made Naples famous are minutes west, the open-air luxury of Mercato and Waterside Shops is minutes north, top-rated schools and healthcare are nearby, and Fifth Avenue South's dining and galleries are an easy drive. Residents bike to the beach, walk quiet streets at dusk, and enjoy star-filled skies you simply don't get in denser neighborhoods.

Homes & Real Estate

Pine Ridge is defined by land and freedom. Homes range from original 1970s-era residences full of potential on generous parcels to spectacular custom estates and mega-mansions priced well into the millions. Because there is no homeowners association and no HOA fees, owners enjoy extraordinary latitude: guest houses, detached garages and workshops, resort-style pools, tennis and pickleball courts, lush gardens — and notably, equestrian properties with horse stables, a rarity this close to the beach. Lot sizes from one to five acres (and beyond) mean privacy comes standard, and the mix of legacy homes and striking new construction gives every street its own character. For buyers dreaming of building, select vacant parcels offer the chance to create a fully custom estate in an established, prestigious setting.

The Pine Ridge Advantage

Freedom as a Lifestyle

The absence of an HOA shapes daily life in Pine Ridge in ways residents cherish. Want a detached workshop for the car collection? A guest cottage for visiting family? A garden, a pickleball court, a boat parked beside the house, or horses in the side pasture? In most Naples communities, the answer involves architectural review boards and deed restrictions; in Pine Ridge, it's simply your land. Many properties carry second structures — guest houses, oversized garages, stables, studios — that would be impossible elsewhere this close to the beach. That freedom, paired with lots that swallow neighboring homes' entire parcels, is why Pine Ridge has held its prestige across generations while other luxury addresses have come and gone.

What draws buyers here is the combination nothing else in Naples quite offers: genuine acreage, genuine privacy, and genuine freedom — minutes from everything. Car collectors, hobbyists, equestrians, multigenerational families, and anyone who measures luxury in space rather than square footage finds their fit here. Whether you're seeking a private family compound, a workshop-friendly homesite, or a luxury estate with total independence, Pine Ridge deserves a close look. Contact OS Florida Group at (239) 216-2016 to explore current Pine Ridge listings.

Newest Pine Ridge Listings

910 Vanderbilt Beach RD Unit 416, Naples

$324,900

3 Beds ⋅ 2 Baths ⋅ 1,385 SqFt. ⋅ Summerplace BLDG.

Experience the very best of the Naples lifestyle in this bright, beautifully maintained condo located directly across the street from the vibrant energy of Mercato. Spanning 1,385 square feet, this residence offers a seamless blend of comfort and convenience in one of the most sought-after locations in town. Inside, you'll find a clean, modern aesthetic with tile flooring throughout the entire space. The kitchen is equipped with stainless steel appliances and a brand-new garbage disposal, making it as functional as it is stylish. With three bedrooms and two full bathrooms—both featuring walk-in showers—the layout is versatile and thoughtfully designed. Major systems have been well-maintained, including an AC unit that is only four years old, providing peace of mind for years to come. One of the standout features of this home is the tiled lanai. Accessible via sliding glass doors from the primary bedroom, it offers a peaceful spot to enjoy the Florida breeze while overlooking the community pool. Whether you are looking for a seasonal getaway or a full-time residence, this property puts world-class dining, upscale shopping, and entertainment right at your doorstep.

910 Vanderbilt Beach RD Unit 416, Naples

$3,200,000

3 Beds ⋅ 2 Baths ⋅ 1,633 SqFt.

Beautiful 1.11 acre homesite offering the perfect setting to build your dream home. Enjoy privacy and space while remaining in town, conveniently located near Waterside Shops and Mercato. Central water is available adding to the appeal of this exceptional building opportunity! Approximately 2 miles to the beach.

811 Cassena RD, Naples

$3,495,000

3 Beds ⋅ 2 Baths ⋅ 2,308 SqFt.

Flood Zone X, high and dry! Create something extraordinary on this 1.34-acre homesite in Naples’ highly sought-after Pine Ridge Estates. A peaceful pond backdrop and expansive grounds create a secluded retreat just minutes from the Gulf’s white-sand beaches. Build your dream estate or explore the possibilities for a luxury spec home in this coveted location. Enjoy convenient access to Clam Pass Beach, Mercato’s shopping and dining, Waterside Shops, and Artis—Naples, with downtown Fifth Avenue South a short drive away. The existing main residence and separate guest cottage offer flexibility with living or rental options while you plan your vision to create your dream estate. Space, serenity, and an exceptional Naples address—the perfect foundation for your next chapter.

23 Center ST, Naples

$3,950,000

5 Beds ⋅ 5.5 Baths ⋅ 4,920 SqFt.

Situated on a fantastic, corner lot in Pine Ridge Estates sits this charming, gated, 5 bedroom + den, 3 car garage family home. Beautifully remodeled in 2015, it lives like a newer build. Coveted southern exposure ensures year around sun on the pool/spa area. Latest updates would be the enclosure of the 2nd level terrace into a dance room in 2021, the roof replacement in 2025, as well as the water filtration refreshed in 2026. This prime area in Pine Ridge affords city water to the property, in addition to a well for perimeter irrigation. A great location in Pine Ridge.

198 Carica RD, Naples

$210,000

2 Beds ⋅ 2 Baths ⋅ 1,001 SqFt.

Calling all Snowbirds...Your Perfect Florida Winter Retreat Awaits! Enjoy the best of Southwest Florida living in this beautifully appointed, 2-bedroom, 2-bathroom manufactured home in Fort Myers! Pine Ridge Palms is a gated, small quaint neighborhood comprised of resident-owned park model homes and and recreational vehicles. Built in 2013 and offered turnkey furnished, this move-in-ready home features contemporary furnishings and stylish décor, creating a welcoming space where all you need to do is unpack and start enjoying the Florida lifestyle. Relax and unwind on the front screened porch or rear porch - perfect spots to enjoy your morning coffee or evening breeze. Take advantage of the community’s inviting pool and spa, ideal for soaking up the sunshine and connecting with neighbors. With beautiful beaches, shopping, dining, and all the attractions of Southwest Florida nearby, you’ll love having so much to explore just a short drive away. Practical features add even more appeal, including covered parking for your car AND GOLF CART, an elevated storage unit for extra space, and a new roof backed by a lifetime transferable warranty for added peace of mind. Whether you’re searching for the perfect seasonal escape, a sunny winter getaway, or a comfortable, fully furnished home to enjoy year-round, this charming property checks all the boxes. Simply arrive, settle in, and start living the Florida dream!

11082 Sunburst LN, Fort Myers

$9,995,000

5 Beds ⋅ 6.5 Baths ⋅ 7,611 SqFt.

This completely remodeled contemporary home sits on 1.32 acres in Naples’ highly desirable Pine Ridge Estates. A dramatic black-and-white stone foyer with sweeping curved staircase opens to light-filled living and a gourmet kitchen featuring large islands, white marble counters, fluted black bases, and a professional array of appliances. This spectacular residence features a sophisticated primary suite with freestanding tub, multiple guest suites, bonus living room on the 2nd level with wet bar, dual laundries, and a separate, newly constructed guest house with 2 beds, 2 baths, fantastic living area and full kitchen. The home offers a versatile living environment designed to accommodate a variety of lifestyles. Outdoors, enjoy a spacious pool and spa framed by palms, a fully equipped covered outdoor kitchen, inviting covered living areas, and a private pickleball court surrounded by mature landscaping. Exterior lighting beautifully accentuates the home’s architectural features, creating a striking ambiance after dark. Offering over 7,600 air conditioned sq. ft, 7 bedrooms, no HOA, minutes from Naples’ white sand beaches, Waterside Shops, and Mercato. This is a true resort-style, gated Naples estate.

540 Ridge DR, Naples

$3,190,000

An estate homesite in the heart of Naples. This vacant, cleared 1.45-acre parcel (~63,000 sq ft) sits on quiet East Avenue in Pine Ridge, minutes from the beach, Mercato, Waterside Shops, and about 13 minutes from Fifth Avenue South. It's rare to find this much land this close to the best of Naples' beaches, shopping and dining. With 200 feet of frontage, the lot has plenty of room for a custom home, pool and outdoor living. A mature tree canopy gives natural privacy, and the west-facing rear brings afternoon light and sunset evenings. No HOA. Bring your architect and builder and create a one-of-a-kind home in one of Naples' most established luxury neighborhoods.

25 East AVE, Naples

$3,300,000

Discover this exceptionally rare opportunity to build your dream home on 1.22 acres located on one of the most desirable streets in the coveted North end of Pine Ridge Estates. With preferred southern exposure, the premium dry parcel offers privacy and convenience in an unbeatable location, presenting the perfect canvas on which to create your custom estate. Situated just around the corner from Mercato and only minutes from Waterside Shops and Vanderbilt Beach, you’ll enjoy direct access to Naples’ most premier luxury lifestyle destinations. Preliminary design plans crafted by Stoft Cooney Architects are also available. Don’t miss this rare chance to build your private enclave in a prestigious location with proximity to everything Naples has to offer!

172 Hickory RD, Naples

$3,250,000

4 Beds ⋅ 3 Baths ⋅ 2,410 SqFt.

Location is the one thing you can’t renovate. Positioned in the heart of coveted Pine Ridge Estates, 458 Ridge Drive presents an exceptional opportunity to build a signature Naples residence on a private, estate-sized homesite. Surrounded by a compelling mix of distinguished legacy homes and spectacular newer construction, this property is ideal for the buyer with vision—someone who understands that location, land, and neighborhood character are three assets that cannot be recreated. Pine Ridge is where Naples gets serious: one-acre-plus lots, towering pines, and estates—old and new—standing side by side. 458 Ridge Drive sits right in the heart of it, surrounded by some of the community’s most beautiful homes. This property is priced and offered for its land value. Smart buyers will see it as a blank canvas. Imagine a fresh architectural statement: a long, private drive; generous indoor-outdoor living; a resort-style pool and spa; guest accommodations; garages for the collector; and grounds designed around the mature tropical setting and towering pines. The circular drive and private, tree-lined backyard are already here. The rest is up to you. But before bringing in the bulldozer, look at what’s here. This one-story, tile-roofed home features formal living and dining rooms with rich hardwood floors and crown molding; an open kitchen and family room overlooking the pool; and a master suite with a spa-sized, granite double-vanity bath and walk-in shower. Additional features include bedrooms, a dedicated laundry room, and a screened pool and paver lanai with a built-in bar—perfect for living in, renting, or using as your base while you plan what comes next. Move in, renovate, or start fresh. Every path begins with a great address, and you can’t manufacture that. Pine Ridge parcels in the heart of the neighborhood do not come along often. When they do, they go quickly. Here is where your next chapter begins.

458 Ridge DR, Naples

$4,250,000

5 Beds ⋅ 4.5 Baths ⋅ 5,856 SqFt.

Pine Ridge Estates is sought after for its proximity to all best Naples has to offer, the beach, 5th Avenue, outstanding schools, fine dining, shopping, entertainment. Many of the homes are in the most desirable FEMA flood zone X as is this classic beauty. The streets are friendly for walking and bicycle riding, lots are expansive, and there are no homeowners associations. This timeless home is constructed with quality; an architectural landmark on 1.22 acres was designed by David Corban Design, and custom built by Lundstrom Development. Featured in Gulfshore Life, this home features two primary bedrooms including one on the main floor. Other well-designed features include all ensuite bedrooms, spacious wraparound front porch, movie room with double wall construction, deep saltwater pool, saltwater spa, expansive covered outdoor deck, outdoor kitchen, cabana bath, mud room, large parking pad for boat and other recreational vehicles, storage everywhere, impact windows, completely fenced yard, electric vehicle charging, and so much more! Set in a private and peaceful oasis accentuated by native plant landscaping to enhance natural beauty while reducing maintenance. Fruit trees provide tropical appeal. The spacious, finished third floor offers endless potential for a playroom, hobby room, exercise room, game room. ALL MECHANICALS ARE NEW WITHIN THE PAST 3 YEARS. Ideal location is close to sugar sand beaches, the sparkling allure of fabulous 5th Avenue, the enduring charm of Venetian Village, and the ubiquitous appeal of Mercato center. All this with a history of remaining safe from storms. You are going to love it here.

65 Mahogany DR, 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.