Valley Oak Real Estate

Welcome to Valley Oak, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision perfectly blends suburban tranquility with the vibrant lifestyle that Naples is renowned for. Known for its lush landscapes and friendly community, Valley Oak offers residents a serene retreat just moments away from the breathtaking Gulf Coast beaches.

As you stroll through the tree-lined streets of Valley Oak, you'll be captivated by the beautiful homes that embody a range of architectural styles, each with its own unique charm. Whether you’re seeking a cozy villa or a spacious family home, Valley Oak caters to a variety of lifestyles and preferences. The community is designed with families in mind, boasting ample green spaces, playgrounds, and walking trails that encourage outdoor activities and foster a strong sense of community.

One of the standout features of Valley Oak is its proximity to some of Naples' finest amenities. Residents enjoy easy access to top-rated schools, boutique shopping, and gourmet dining options that cater to every palate. For those who appreciate the great outdoors, nearby parks and recreational areas offer a wealth of opportunities for hiking, biking, and enjoying Florida's stunning natural beauty.

Living in Valley Oak means embracing a lifestyle filled with sunshine, community spirit, and endless opportunities for adventure. With its ideal location and welcoming atmosphere, this subdivision is not just a place to live; it’s a place to thrive. Discover the warmth and charm of Valley Oak, where your dream home awaits!

Newest Listings in Valley Oak

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 226025846 MLS

Tastefully renovated and thoughtfully designed, this exceptional four-bedroom, three-bath residence offers 2,915 square feet of inviting living space within the desirable Valley Oak neighborhood of The Vineyards. Blending timeless finishes with comfortable family living, the home welcomes you with warm wood flooring, a formal living room, and an elegant dining area ideal for entertaining.At the heart of the home, the beautifully renovated kitchen features quartz countertops, custom cabinetry, stainless steel appliances, a large island with seating for three, an oversized sink, wine refrigerator, and an open flow into the spacious family room. Soaring volume ceilings and a striking Dimplex LED fireplace with a wood mantel create a warm, inviting gathering space for everyday living. Designed for seamless indoor-outdoor living, sliding glass doors open to a covered lanai with a wood-paneled ceiling, offering generous areas for both dining and lounging. The private backyard is surrounded by lush tropical landscaping and features a sparkling sun-filled pool, an expansive screened lanai, and a built-in outdoor grilling station—perfect for weekend cookouts and year-round entertaining. The spacious primary suite is a peaceful retreat with volume ceilings and wood flooring, while the beautifully renovated primary bath showcases dual vanities, a freestanding soaking tub, and an oversized walk-in shower. Two guest bedrooms share an updated bath, while the fourth bedroom, currently utilized as a home office, enjoys an adjacent full bath that also serves as a convenient pool bath. Additional highlights include impact-resistant windows and doors, a spacious laundry room, an epoxy-finished two-car garage, and a newer HVAC system. Valley Oak is one of The Vineyards’ most sought-after family neighborhoods, offering low HOA fees and the opportunity to enjoy optional membership to The Vineyards Country Club, with both social and championship golf memberships available. Ideally located in the heart of Naples, residents are just minutes from beaches, Mercato, Waterside Shops, fine dining, and shopping.

196 Monterey DR, Naples

$1,399,000

3 Beds ⋅ 2 Baths ⋅ 226024695 MLS

Welcome to 245 Monterey Drive, a beautifully renovated residence where timeless elegance meets modern luxury in the highly sought-after Valley Oak neighborhood of the Vineyards. Perfectly positioned on a private golf course homesite, this exceptional home captures breathtaking sunset views and offers over 2,600 square feet of thoughtfully designed living space with three bedrooms and two beautifully updated baths. Designed for effortless entertaining, the open-concept floor plan centers around an impressive oversized kitchen island, creating the perfect gathering space for family and friends. The chef’s kitchen is appointed with premium LG appliances, a double oven, induction cooktop, two beverage refrigerators, and abundant workspace, seamlessly flowing into the spacious living and dining areas. Bluetooth-enabled built-in speakers, smart lighting, and designer finishes elevate everyday living.The luxurious primary and guest baths have been renovated with stunning marble finishes, while updated landscaping and carefully curated design details create a refined, move-in-ready home. Outdoor living is equally impressive with a renovated pool and spa with LED lighting feature, leathered marble pool deck, 2021 aluminum picture-screen pool enclosure, outdoor shower and expansive lanai overlooking the golf course—an idyllic setting for enjoying Southwest Florida’s spectacular sunsets. Gemstone permanent exterior lighting, sophisticated landscaping, a freshly painted exterior and oversized lantern style lighting adds year-round curb appeal. The stately circular driveway, expansive private homesite, and impact-resistant doors and windows provide both beauty and peace of mind. Recent updates include a metal roof (2022), A/C (2021), pool heater (2020), water heater (2024), and numerous additional improvements that make this home truly move in ready. Located within an A-rated school district, the Vineyards is one of Naples’ most desirable communities, offering an unbeatable central location with convenient access to I-75, world-class dining, shopping, healthcare, and everything Naples has to offer. Luxury, style, and exceptional craftsmanship come together in this remarkable golf course residence.

245 Monterey DR, Naples

$1,535,000

4 Beds ⋅ 3 Baths ⋅ 226024241 MLS

A fully renovated 4-bedroom-plus-den residence in the gated Valley Oak enclave of The Vineyards, offering 2,712 square feet of refined living on a private 0.27-acre lot with a screened pool and spa. The 2026 renovation reaches every primary space. A brand-new chef's kitchen anchors the home with an oversized island, custom cabinetry, and zero-corner sliders that open the living area directly to the lanai. Vaulted ceilings and travertine flooring run throughout, complemented by a new guest bath vanity, new laundry cabinetry, and fresh interior finishes. Systems are equally current, with a new AC and a recently replaced water heater, plus an epoxy-finished garage. The outdoor living is the signature. A wood-ceiling covered lanai overlooks a low-maintenance pool and spa set on a redone stone deck, with a private outdoor shower and lush landscaped privacy. The open, split-bedroom plan with both a living room and family room gives the home rare flexibility for entertaining and everyday life. Valley Oak residents enjoy sidewalks, streetlights, and bike and jog paths within The Vineyards, with community park access and optional private membership opportunities at The Vineyards Country Club.

235 Silverado DR, Naples

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 226015075 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 219 Monterey Drive, an exceptional opportunity in the highly sought-after Valley Oak community within the prestigious Vineyards in Naples. Built in 1988, this 3-bedroom, 2-bath residence offers a spacious and functional floor plan including a great room, formal dining room, kitchen with dinette, inviting foyer, and covered entry. The home also features a large primary suite with a walk-in closet and private bath, barrel tile roof and AC system (2.5 years), along with a covered, screened lanai that showcases beautiful, tranquil lake views. Set within one of North Naples’ most established and desirable neighborhoods, Valley Oak is known for its generous homesites, mature landscaping, and serene waterfront settings. This property presents a rare chance to own in a premier location and customize to your vision. With solid bones and original condition, it is ready move-in ready with a little updating, or a full remodel, offering endless potential to design and create a home tailored to your vision in this exceptional setting. The sweeping lake views from the rear of the home create a truly standout setting, offering a sense of peace and privacy that is rarely found. This exceptional backdrop elevates the property, making it a premium homesite within the community. Residents of the Vineyards have access to optional membership at Vineyards Country Club, offering golf, tennis, pickleball, dining, and a wellness center. Ideally located just minutes from Naples’ world-renowned beaches, with convenient access to I-75, Publix, and some of the area’s most popular shopping and dining destinations. Opportunities like this—combining location, views, and potential—are increasingly rare in Valley Oak. Whether you are looking to renovate, invest, or create your dream home in one of Naples’ most prestigious communities, 219 Monterey Drive is ready for its next chapter.

219 Monterey DR, Naples

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 226004823 MLS

This immaculate golf course property is being offered for sale by its original owners and presents a wonderful opportunity for someone wanting to live in Valley Oak in the Vineyards. The home is on an oversized, tropical landscaped homesite and is positioned to enjoy wide-open views of the 5th and 6th fairways of the Vineyards South course. With a bright and sunny interior, the flexible floor plan offers three bedrooms plus a den or four bedrooms (all with walk-in closets), three full baths, formal and informal areas, split bedrooms and open kitchen for continuous entertaining options. Vaulted and volume ceilings, skylights, family room with fireplace and custom built-ins, beautiful mahogany wood floors in formal areas and tile flooring in casual areas. Primary bedroom suite offers direct access to the den/office/bedroom offering flexibility. The spacious kitchen has a granite island and a large mitered corner window at the sink/counter area to enjoy views of the pool, landscaped gardens and beautiful golf course. Additional features include a fire sprinkler suppression system, impact windows, hurricane screens and shutters. The lanai features a huge outdoor kitchen area, covered and uncovered areas, a large swimming pool, an exterior golf course patio and an expansive lawn area for outdoor activities. So meticulously maintained over the years, you can just move in and enjoy!

208 Silverado 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.