Oakes Estates Real Estate

Welcome to Oakes Estates, a hidden gem nestled in the heart of Naples, Florida! This charming neighborhood offers a unique blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and spacious properties, Oakes Estates is known for its serene atmosphere and friendly community spirit.

One of the standout features of Oakes Estates is its generous lot sizes, providing residents with ample space to enjoy outdoor activities, gardening, or simply soaking up the Florida sun. The area is characterized by a mix of custom-built homes, each exuding its own unique charm and character. This diversity in architecture enhances the neighborhood's appeal, making it a visually delightful place to call home.

Oakes Estates is conveniently located near some of Naples’ best amenities. Residents can easily access top-rated schools, shopping centers, and dining options, ensuring that all your needs are just a short drive away. For those who love the outdoors, the nearby parks and recreational areas offer opportunities for hiking, biking, and enjoying the stunning natural beauty of Southwest Florida.

Additionally, Oakes Estates is just a stone's throw away from Naples’ pristine beaches, where residents can indulge in sun-soaked days by the Gulf of Mexico. The vibrant arts scene, upscale shopping districts, and exquisite dining experiences in downtown Naples are also within easy reach, making this neighborhood a perfect blend of relaxation and excitement.

Discover the charm of Oakes Estates, where community, nature, and convenience come together to create an exceptional living experience in beautiful Naples, Florida!

Newest Listings in Oakes Estates

$3,248,000

3 Beds ⋅ 4 Baths ⋅ 226026888 MLS

The New American Dream—Elevated. Rarely does a property deliver the perfect balance of luxury, land, and location. Built by Gulfstream Homes in 2022, this exceptional Oakes Estates residence offers refined hobby farm living on fully fenced in-town 2.5 acres with no HOA, a neighborhood park, paved walking/bike path, and a sought-after A-rated school zone. The thoughtfully designed 3,500± SF floor plan features 3 bedrooms, 4 baths, a 160 sq ft den, oversized 230 sq ft 2 room bonus area, soaring great room with custom stained smoky walnut beams, 2 walled zero-corner lanai sliders, modern electric fireplace feature wall in family room, custom closets throughout, large walk-in custom pantry with prep sink and 2nd refrigerator, designer laundry room, soundproof owner's suite, and oversized 3-car garage with golf cart outlet, sink, and a bonus climate-controlled storage room. Outdoor living rivals a private resort with a saltwater pool, infinity spa, expansive summer kitchen, oversized screened lanai, and lush custom lighted landscaping. Equestrian amenities include a 125'x150' irrigated arena, fenced paddocks, horse barn, chicken coop, RV hookups, automatic gate, and rear rock service road to the back property line for trailers or heavy equipment. Additional upgrades include impact windows and doors, sustainable standing seam metal roof, whole-house generator with 500-gallon buried propane tank peace of mind for storms, whole house reverse osmosis system, and 12-camera full security. A truly irreplaceable Naples estate where modern luxury meets privacy, freedom, and an exceptional lifestyle.

5737 Hidden Oaks LN, Naples

$1,000,000

4 Beds ⋅ 2 Baths ⋅ 226023840 MLS

Nestled on 1.59 acres in the highly sought-after Oakes Estates community, this spacious 4-bedroom, 2-bathroom residence offers over 2,500 square feet of comfortable living space with the perfect blend of privacy, functionality, and modern updates. The beautifully updated kitchen features custom cabinetry, quartz countertops, and newer appliances, creating an ideal space for both everyday living and entertaining. The thoughtfully designed floor plan provides generous living areas, spacious bedrooms, and seamless indoor-outdoor living opportunities. Surrounded by mature landscaping and expansive grounds, the property offers endless possibilities for gardening, recreation, additional storage buildings, or simply enjoying the peaceful estate setting. Located just minutes from Naples' world-class beaches, shopping, dining, and top-rated schools, Oakes Estates is known for its large lots, rural charm, and convenient access to all that Naples has to offer. Whether you're seeking room to spread out, space for hobbies and toys, or the opportunity to create your own private oasis, this exceptional property delivers the lifestyle you've been looking for.

5991 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

$2,999,999

5 Beds ⋅ 5.5 Baths ⋅ 226004972 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. **Built without interior load-bearing walls, the home delivers uncommon flexibility for customization, expansion, or redesign** Discover a thoughtfully designed Florida Vernacular estate tucked away in the heart of Oakes Estates - where architecture, expert craftsmanship, and quality come together on a beautifully private setting. This unique compound features a main residence, a separate guest house, and expansive indoor-outdoor living spaces. The main home offers 3 bedrooms plus a den, with soaring 10-foot ceilings and 8-foot doors that create an open, airy feel throughout. Prairie-style windows add architectural character, while custom, locally crafted solid rock maple cabinetry and unstained white oak flooring bring warmth to the interiors. Built with intention, the home features masonry construction, copper plumbing, and no interior load-bearing walls, allowing for future flexibility and customization. Additional highlights include a whole-house reverse osmosis system, central vacuum with new motor, newer water heater, 5-ton AC, extra-deep garages for ample storage, and an air-conditioned shed. The home has also been freshly updated with new interior and exterior paint. The guest house, built in 2006, offers approximately 1,100 square feet under air with 2 bedrooms and 1.5 baths—ideal for extended family or guests. Polished concrete floors, impact-resistant PGT windows, granite countertops, luxury German cabinetry, and stainless steel appliances create a modern yet comfortable retreat that mirrors the quality of the main home. Outdoor living is equally impressive with an additional 1541 sq ft, covered and screened wraparound porch. It truly captures the charm of classic Florida Vernacular design. Overall under roof is 8150 sq ft. The large gunite pool, is considered a sport pool, with the deep end in the center. This invites year-round enjoyment for all ages. Located in flood Zone X (no flood insurance required) and sitting approximately 50 inches above the crown of the road, the home offers peace of mind along with privacy. All of this is just minutes from Naples’ world-class beaches, dining, and shopping while still enjoying the serene, estate-style lifestyle Oakes Estates is known for.

5660 English Oaks LN, Naples

$1,400,000

226004164 MLS

Rare 2.73-Acre Opportunity in Prestigious Oakes Estates – North Naples 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 (buyers should verify all findings), 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.

5675 Golden Oaks LN, Naples

$5,995,000

6 Beds ⋅ 6.5 Baths ⋅ 225079573 MLS

Discover an extraordinary new-construction estate, poised on over two acres in the prestigious Oakes Estates community. This private gated sanctuary offers more than 5,411 square feet of air-conditioned living space and approximately 10,000 total square feet, delivering the perfect blend of seclusion, sophistication, and masterful craftsmanship. Thoughtfully designed for the discerning buyer, the residence features six spacious bedrooms, each with its own private ensuite, ensuring exceptional comfort for family and guests alike. The home boasts four 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. Every detail reflects an unwavering commitment to quality. The kitchen is outfitted with elite appliances such as a Wolf range, Sub-Zero and Cove refrigeration, and Bosch systems, all complemented by stunning Crystallo Quartzite waterfall countertops. Throughout the home and outdoor living spaces, the builder has crafted custom handmade inverted masterpiece ceilings, beautifully accented with both uplighting and downlighting to create a dramatic, high-end ambiance. Furnished by Robb & Stucky. A private poolside casita (548 Sq ft) offering an additional full kitchen, living room, bedroom, and bathroom—an ideal retreat for guests or extnded family seeking complete independence. 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 fireplace provides 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 and spa, beautiful water features, fire-bowls, a built-in fire-pit seating area, hurricane-impact windows and doors, and an impressive 25 kW generator to ensure uninterrupted comfort. Additional conveniences include three separate laundry rooms—upstairs, downstairs, and in the casita—along with a four-car garage, elevator, and expansive outdoor living spaces designed for both entertaining and quiet relaxation. The primary suite is conveniently located on the main level. Perfect for the luxury buyer who demands the very best, this estate offers unparalleled elegance, privacy, and craftsmanship in one of Naples’ most sought-after neighborhoods. This home is perfect for a large family that loves to entertain.

2272 Oakes BLVD, 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

$10,500,000

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

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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.