Oakes Estates Listings

6 Beds ⋅ 6.5 Baths ⋅ 224020510 MLS

Introducing a groundbreaking architectural marvel in Naples, FL – "The Glass House" at 1152 Oakes Blvd, poised to redefine luxury living in the highly sought-after Oaks Estates. This rare new construction promises to be a stunning concrete poured embodiment of industrial contemporary design, setting it apart as a unique and unparalleled residence. Spanning an impressive 11,572 square feet under air, this avant-garde home features 6 bedrooms, an office suite, and 6 and a half bathrooms. "The Glass House" lives up to its name with floor-to-ceiling windows enveloping the entire structure, allowing natural light to flood the interiors and provide breathtaking views of the wooded two-and-a-half acre spread. Step into the backyard oasis where a full covered outdoor kitchen awaits, and ascend the stairs to your private rooftop retreat above. Inside, an expansive corridor creates a sense of grandeur, leading to the remote master suite, ensuring privacy and tranquility. On the opposite side, discover a kitchen that is both functional and a work of art, featuring industrial touches, a mix of concrete, wood, and tile accents. "The Glass House" at 1152 Oakes Blvd is not merely a residence; it's a statement of architectural brilliance. Don't miss the opportunity to own this extraordinary experience.

1152 Oakes BLVD, Naples

$5,745,000

6 Beds ⋅ 6.5 Baths ⋅ 225079573 MLS

Extraordinary New-construction estate, designed for multigenerational living. This private gated home offers more than 5,411 sq ft of AC living space over 10,000 total living space, delivering the perfect blend of seclusion & sophistication. Thoughtfully designed, the residence features 6 private ensuites, ensuring exceptional comfort for family and guests alike. A standout feature is the 548-square-foot private poolside casita, offering a rare level of independence and flexibility. Complete with its own full kitchen, living room, bedroom, bathroom, & laundry, the casita is ideally suited for in-laws, adult children, multigenerational living, extended family, who desire privacy and a fully self-contained living environment—all while remaining just steps from the main residence. The home has 4 kitchens—including a show-stopping gourmet chef’s kitchen, a fully equipped butler’s kitchen, and a luxurious outdoor kitchen—creating an unmatched environment for both daily living and large-scale entertaining. The kitchen is outfitted with elite appliances such as a Wolf range, Sub-Zero and Cove refrigeration, and Bosch systems, complemented by stunning Crystallo Quartzite waterfall countertops. Throughout the home, the builder crafted custom handmade inverted masterpiece ceilings, beautifully accented with both uplighting & downlighting to create a dramatic, high-end ambiance. Furnished by Robb & Stucky, the interior exudes luxury at every turn, showcasing two expansive living areas, a dedicated office, and a striking glass staircase. Soaring 12.5-foot ceilings enhance the main living spaces, while a breathtaking 25-foot ceiling in the grand foyer makes an unforgettable first impression. Contemporary water vapor fireplaces provide the visual sophistication of traditional fireplaces while offering a serene, maintenance-free experience indoors and outdoors. The resort-style outdoor oasis includes a stunning pool & spa, beautiful water features, fire bowls, a built-in fire-pit seating area, hurricane-impact windows and doors, and an impressive generator to ensure uninterrupted comfort. 3 laundry rooms—along with a 4-car garage, elevator, and expansive outdoor living spaces designed for both entertaining and quiet relaxation. The primary suite is on the main level, while the separate casita offers an exceptional solution for buyers seeking true multigenerational flexibility without sacrificing privacy or luxury. Whether accommodating aging parents, adult children, extended family, or guests, this thoughtfully designed space functions as a private residence within the estate. Perfect for the luxury buyer who demands the very best, this estate offers unparalleled elegance, privacy, flexibility, and craftsmanship in one of Naples’ most sought-after neighborhoods. An exceptional opportunity for a large family that loves to entertain and for those seeking the rare combination of luxury living and independent multigenerational accommodations.

2272 Oakes BLVD, Naples

$3,173,000

3 Beds ⋅ 4 Baths ⋅ 226026888 MLS

Some homes impress you. Others completely change your lifestyle— this one leaves room to create what comes next! Set on 2.5 private, fully fenced/gated acres in Oakes Estates, this 2022 custom Gulf Stream residence offers nearly 3,500 square feet 3B|4B|+Office(or 4th bed) +oversized 2 bonus rooms—all in one of Naples’ most desirable in-town acreage communities. Designed for effortless indoor-outdoor living, zero-corner sliders open the main living space to an oversized screened lanai, saltwater pool w/sun shelf, infinity-edge spa & outdoor kitchen w/mini refrigerator. A convenient poolside hot-and-cold shower completes a setting created for relaxed Florida living & year-round entertaining. Inside, high ceilings & thoughtful custom details create an open, airy feel. The kitchen is supported by a walk-in pantry w/its own sink & refrigerator, while custom closets, bedroom trim work, a recirculation pump & motorized curtains over the sliders add everyday comfort. The private primary suite is soundproofed & features a dual-shower-head system. An oversized three-car garage includes a utility sink, dedicated golf-cart outlet & air-conditioned storage room—ideal for tools, sporting equipment or seasonal belongings. The property is currently equestrian-ready w/fenced paddocks, a newer irrigated 125-by-150-foot riding arena, a 31-by-31-foot pole barn w/stalls, custom chicken coop & additional access road suitable for equipment & heavy vehicles. Equestrian buyers can move directly into an established private farm lifestyle—but the property’s possibilities extend far beyond horses. Imagine converting the stable into organized boat, RV or recreational storage; transforming the arena into a pickleball court, sports area or landscaped lawn; or reimagining portions of the existing farm area for a substantial detached garage, workshop or guest retreat designed to complement the main residence. Conceptual possibilities are subject to buyer verification, feasibility, zoning, approvals and permitting. Additional features include an automatic keypad gate, oversized 16-foot-wide driveway, 30 & 50-amp RV hookups, impact windows & doors, standing-seam metal roof, reverse-osmosis water system, smart-home technology, a 12-camera hardwired security system & a whole-house generator supplied by a buried 500-gallon propane tank. Oakes Estates is prized for its spacious homesites, mature surroundings, freedom and flexibility—w/no HOA—while remaining remarkably connected to everyday Naples. Founders Square, Mercato, Vanderbilt Beach, I-75, medical facilities, dining, shopping & respected public and private school options are all within convenient reach. Keep the equestrian lifestyle, create a refined hobby farm or reinvent the acreage around boats, RVs, recreation, multigenerational living or a growing collection of hobbies. At 5737 Hidden Oaks Lane, the value lies not only in what has already been created—but in the freedom to make it entirely your own.

5737 Hidden Oaks LN, Naples

$1,449,000

5 Beds ⋅ 2 Baths ⋅ 225069941 MLS

Remodeled single-family residence offers 5 bedrooms and 2 baths across approximately 2,100 sq ft of living space on a generous 2.27-acre lot. Property also has a 520 sqft storage garage that has air conditioning. Nestled in the desirable Oakes Estates community of Naples, this property offers all sorts of potential. This includes the opportunity for new construction or use as an income generating property. With a private pool, six-person hot tub, and expansive lanai, this home presents an unmatched blend of privacy, comfort, and luxury outdoor living Unbeatable in location—minutes from I-75, premier golf courses, Naples beaches, and Mercato’s shopping and nightlife, this home blends relaxation, recreation, and convenience like no other.

6060 Golden Oaks LN, Naples

$1,400,000

226031561 MLS

RARE 2.73-ACRE Opportunity in Prestigious OAKES ESTATES – 100% UPLANDS - Discover one of North Naples’ most sought-after hidden gems: a fully buildable 2.73-acre homesite in the exclusive, estate-style community of Oakes Estates. This property offers the ideal canvas for a custom luxury residence—without the restrictions of an HOA—while still placing you minutes from Naples’ world-class beaches, premier shopping, dining, and top-rated schools. Set among mature trees and generous lot lines, this parcel delivers the privacy and space that discerning buyers crave. The land is 100% buildable and does not require special permits to construct a new home, making it an exceptional opportunity for those ready to bring their architectural vision to life. A 1981 structure of approximately 2,033 sq. ft. currently sits on the property and is considered a tear-down, offering a straightforward path to redevelopment. With quick closing available, you can begin planning your dream estate immediately. Oakes Estates is known for its peaceful ambiance, oversized lots, and the freedom to design without HOA oversight—yet it remains close to everything that makes Naples extraordinary. This is a rare chance to secure acreage in a coveted neighborhood where opportunities like this seldom appear. Build the home you’ve imagined in a location that exceeds expectations. (recommend buyers to perform separate environmental study to confirm findings prior to purchase)

5675 Golden Oaks LN, Naples

$1,399,900

226014148 MLS

Welcome to 5681 Bur Oak Lane, an exceptional opportunity nestled within the highly coveted Oakes Estates — one of Naples’ most desirable, non-HOA communities. This pristine 2.73-acre homesite offers the perfect balance of privacy, space, and unparalleled convenience. Renowned schools, premier shopping, I-75, and a wealth of fine dining options are all just minutes away, while the sugar-white sands of Vanderbilt Beach and the natural splendor of Wiggins Pass State Park lie only 15 minutes from your door. Set on an oversized, beautifully secluded parcel, the property commands sweeping views of majestic oaks and graceful cypress trees, creating a serene and timeless natural backdrop. The elevated, high-and-dry buildable pad provides an ideal foundation for crafting the custom estate home of your dreams, with ample room to realize your vision of luxury living. Currently, the site features a solid 1,663-square-foot concrete block home that is move-in ready and rental-ready, offering immediate income potential or comfortable interim living while your new residence takes shape. With no HOA fees or restrictions to limit your creativity, this rare parcel presents a remarkable chance to design and build a private luxury estate in one of Southwest Florida’s most sought-after locations. This is more than land — it is the canvas for your legacy. Make your move and claim this extraordinary piece of Naples paradise.

5681 Bur Oaks LN, Naples