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Valley Oak Vineyards Naples Florida Homes for Sale

Naples Florida Real Estate

Vineyards Naples Real Estate

Homes For Sale25$490K - $4M
Condos For Sale73$275K - $1.4M
Sold ( Past 6 Months )95$250K - $2.9M
Last updated at 3:56pm 04/04/2026

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$2,895,000
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Valley Oak at Vineyards NEW

207 Monterey Dr, Naples, FL 34119

Homes - 3,145 ft² / 3,681 ft² - 2 Car Garage

4+Den / 3 Baths / 1 Half / Pool / Spa

Built 1993
Valley Oak Vineyards Naples Homes for Sale: Welcome to 207 Monterey Drive, a completely renovated residence offering the perfect blend of modern luxury and timeless design in one of Naples’ most desirable locations. Situated on an oversized lot with a stunning long water view, this home delivers both privacy and picturesque surroundings. Every detail has been thoughtfully upgraded, including all new mechanical systems—AC, plumbing, and electrical—providing peace of mind and turnkey convenience. Inside, you’ll find Eleganté Wood wide plank flooring throughout, complemented by custom cabinetry and refined ceiling details that elevate each space. The gourmet kitchen is a true centerpiece, featuring exquisite quartzite countertops, custom cabinetry, and a seamless flow into the main living areas—ideal for both everyday living and entertaining. The spacious primary suite is a retreat of its own, highlighted by an oversized custom master closet and beautifully appointed finishes. Designed with both style and function in mind, this home combines high-end upgrades with exceptional indoor-outdoor living, all set against tranquil water views. Experience the best of Naples living in this meticulously renovated property.



$2,100,000
Decrease*
$150K
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Valley Oak at Vineyards

5825 Cloudstone Ct, Naples, FL 34119

Homes - 2,948 ft² / 3,458 ft² - 2 Car Garage

4 Bed / 3 Baths / Pool / Spa

Built 1989
Valley Oak Vineyards Naples Homes for Sale: Exquisite lakefront estate on an oversized cul-de-sac lot in the prestigious Valley Oak enclave of The Vineyards. This impeccably renovated home boasts soaring ceilings, sweeping lake views from nearly every window, an oversized 2-car garage, and a brand-new 2026 pool and spa renovation, offering an unparalleled combination of elegance, privacy, and Florida lifestyle.The 2020 renovation features CoreTec luxury vinyl flooring, designer tile and lighting, and a chef-inspired kitchen with quartz and granite countertops, GE Café appliances including a 6-burner induction cooktop and French-door double oven, a Fisher & Paykel dishwasher drawer, oversized 32” sink, and custom storage throughout. Spa-inspired baths, plantation and Storm Smart electric shutters (2021), a new GE washer, and an epoxy-finished garage complete the home’s thoughtful upgrades. Set against a serene lake backdrop, this residence offers effortless indoor-outdoor living with access to lush landscaping, walking paths, and optional world-class golf, tennis, wellness, and dining—just minutes from Naples’ beaches, shopping, and fine dining.



$1,695,000
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Valley Oak at Vineyards

208 Silverado Dr, Naples, FL 34119

Homes - 2,985 ft² / 3,879 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 1988
Valley Oak Vineyards Naples Homes for Sale: This immaculate former model home is being offered for sale by its original owners and presents a wonderful opportunity for someone wanting to own in Valley Oak in the Vineyards. This 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!



$1,425,000
Decrease*
$374K
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Valley Oak at Vineyards

263 Silverado Dr, Naples, FL 34119

Homes - 2,942 ft² / 3,119 ft² - 3 Car Garage

4+Den / 3 Baths / Pool

Built 1993
Valley Oak Vineyards Naples Homes for Sale: Welcome to this beautiful home in Valley Oak, located within the highly sought-after Vineyards Community. This spacious property offers four bedrooms, three full baths, detached Bonus Room, and a dedicated office with elegant French doors. Inside, you’ll also find a cozy TV room featuring blackout curtains, a stunning chandelier, and detailed wall trim. The semi-open floor plan allows for optimal entertaining with a large kitchen and step in pantry. The family room includes a custom built-in wall with plenty of storage and a warm, wood-burning fireplace. Each bedroom layout is well thought out and offers great closet space. Step outside to a generous outdoor oasis boasting a large heated pool, an expansive covered patio with both sitting and dining areas, and a pool house/casita. The casita/BONUS ROOM is currently set up as a movie room complete with a projector and screen, but it can easily serve as an additional office, game room, or home gym! The property also includes a detached third-car garage perfect for car enthusiasts, woodworkers, or more storage. Enjoy numerous upgrades throughout the home, including a brand-new AC system, a new wine fridge, a newer roof (2018), fresh landscaping, and more!



$1,995,000
Sold Price:
$1,995,000
Sold Date:
03/11/2026
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Valley Oak at Vineyards

226 Monterey Dr, Naples, FL 34119

Homes - 2,702 ft² / 4,589 ft² - 2 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 1995
Valley Oak Vineyards Naples Homes: Experience refined living in this completely reimagined residence offering over 2,700 square feet with 3 bedrooms plus a private den/office and 3 full bathrooms. No detail was overlooked in this full top-to-bottom renovation, featuring all new electrical and plumbing systems and a brand new high-efficiency HVAC system. Wide plank oak flooring sets a sophisticated tone throughout the entire home and the chef’s kitchen is a true showpiece, appointed with premium appliances including a Viking range and microwave drawer, Fisher & Paykel built-in refrigerator and dishwasher, all complemented by Taj Mahal natural quartzite countertops. Integrated Sonos audio enhances the ambiance throughout the home. The primary suite is a serene retreat with a custom built-in closet and a spa-inspired bathroom showcasing marble flooring, a walk-in shower, soaking tub, Toto washlet, and linen storage. Two private guest suites each enjoy their own beautifully appointed full bathrooms, offering comfort and privacy for all. Outdoor living is enhanced with a refinished pool, spa, and sun deck, all complemented by a stunning Shellstone deck. Additional improvements include new PGT impact resistant windows and doors, a storm rated garage door, a newly paved driveway, new landscaping and sod, new irrigation system, 500-gallon propane tank, solid core doors, and a bespoke fireplace with integrated shelving. Residents of Valley Oak enjoy low quarterly fees which include fiber-optic cable and Wi-Fi. Membership at the prestigious Vineyards Country Club is optional and offers access to 36 holes of championship golf, 12 Har-Tru tennis courts, 8 pickleball courts, bocce, a world-class Wellness Center & Spa, a resort-style pool with food and beverage service, multiple dining venues, and so much more!



$1,495,000
Sold Price:
$1,200,000
Sold Date:
03/12/2026
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Valley Oak at Vineyards

215 Monterey Dr, Naples, FL 34119

Homes - 3,056 ft² / 5,693 ft² - 2 Car Garage

4 Bed / 2 Baths / 1 Half / Pool

Built 1990
Valley Oak Vineyards Naples Homes: This beautifully maintained home in the Vineyards offers timeless style and easy Florida living on a southwest-facing lakefront lot with lush landscaping, great curb appeal, and a brand-new roof completed in 2023. A double-door entry with glass accents and a palladian window opens to soaring 12’ ceilings, hardwood floors through the main living areas include: living room, dining room, family room, breakfast nook and hallways. Sunny and brightly lit home sparkles with natural light. The formal dining room shows off decorative millwork, a dramatic picture window with custom draperies, and tall ceilings, while the living room features hardwood floors, sliders that fully pocket to the lanai, and a welcoming flow. The kitchen blend’s function and charm with white cabinetry, cork flooring, granite counters, stone backsplash, stainless appliances, and an oversized sink overlooking a pass-through window to the lanai. A bay-window breakfast nook with pendant lighting opens to the bright family room with plantation shutters, sliders to the lanai, and a wet bar perfect for entertaining. The owner’s suite is a true retreat with its own vestibule, three closets, French door access to the pool, and a spa-inspired bath with oversized vanity, separate makeup space, floating soaking tub, walk-in seamless shower, and enclosed water closet. Two guest suites offer comfort and privacy, and a separate den with vaulted ceilings, built-ins, and a large picture window that works as a home office or optional fourth bedroom. Outdoor living is easy with an expansive covered and screened lanai featuring paver decking, recessed lighting, a ceiling fan, and electric shutters, all overlooking sparkling lake views. Additional highlights include an oversized paver driveway and walkways, a 2-car garage with attic access, and a laundry room with utility sink. With southwest exposure filling the home with light, you’ll love the relaxed vibe, and while Vineyards doesn’t require club membership, options are available to enjoy two 18-hole golf courses, a racquet center with 12 Har-Tru tennis courts (six lit for night play) and eight gel-cushioned pickleball courts with LED lighting, multiple dining venues, plus a world-class wellness center offering a gym, spa, barber shop, salt cave, and more.



$1,250,000
Sold Price:
$1,118,000
Sold Date:
12/30/2025
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Valley Oak at Vineyards

222 Monterey Dr, Naples, FL 34119

Homes - 2,451 ft² / 2,581 ft² - 2 Car Garage

3 Bed / 3 Baths / Pool / Spa

Built 1993
Valley Oak Vineyards Naples Homes: Experience the perfect blend of elegance, privacy, and Florida lifestyle at 222 Monterey Dr, a distinctive courtyard single-family home with private casita in the prestigious Vineyards Country Club. The main residence boasts a split-bedroom layout with 2 bedrooms, formal dining, and 2 bathrooms, including a remodeled primary suite bathroom featuring dual sinks, a separate shower, and a luxurious stand-alone soaking tub. The kitchen offers a bar, sleek stainless-steel appliances, soft-close cabinetry, a walk-in pantry, and an inviting eat-in space with a great view of the courtyard. Big windows throughout the home flood the space with natural light, highlighting the formal dining area and the airy ambiance created by soaring 14-ft ceilings and crown molding. The floors in the main house are a warm wood-tone plank laminate for a stylish and modern finish. The separate casita features a bedroom, bath, and kitchenette—perfect for hosting guests, accommodating in-laws, or creating a private home office. At the heart of the property, the expansive brick-paver courtyard features a sparkling pool and raised spa with southern exposure—perfect for basking in all-day sunlight. A covered area in the courtyard elevates outdoor living with a bar featuring lights at night, a mini fridge, and a cozy sitting area, ideal for relaxing or entertaining. Lush landscaping surrounds the property, including a serene, landscaped backyard behind the main house. A two-car garage with a paved circular driveway provides convenience and spacious parking. Optional membership of The Vineyards Country Club unlocks a world of luxury amenities, including 36 holes of championship golf, 12 Har-Tru tennis courts, 8 pickleball courts, a new Wellness Center & Spa, and a newly renovated clubhouse. Ideally located in north Naples with easy access to I-75, and just minutes away from pristine beaches, shopping at Waterside Shops, and the vibrant dining and cultural scene of Mercato and downtown Naples.



$895,000
Sold Price:
$885,000
Sold Date:
01/05/2026
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Valley Oak at Vineyards

232 Silverado Dr, Naples, FL 34119

Homes - 2,667 ft² / 3,060 ft² - 2 Car Garage - 2 Carport

3 Bed / 2 Baths / 1 Half / Pool

Built 1990
Valley Oak Vineyards Naples Homes: Welcome to 232 Silverado Drive, a bright and inviting home in the highly sought-after Valley Oak enclave of The Vineyards—one of Naples’ premier master-planned communities. Offering 3 bedrooms, 2.5 baths, plus a dedicated flex space, this 2,667 sq. ft. residence delivers both functionality and comfort in an exceptional location. Step inside and immediately feel the openness created by soaring cathedral ceilings, multiple skylights, and expansive windows that flood the home with natural light throughout the day. The thoughtful layout includes generous living and dining areas, along with a relaxing Florida room perfect for morning coffee, reading, or quiet conversation—all while taking in serene golf course views. Recent upgrades add tremendous peace of mind, including a 2020 roof, 2024 A/C, and hurricane protection on all windows. Outdoor living shines with a screened-in swimming pool, ideal for year-round enjoyment and entertaining in true Florida fashion. Valley Oak is known for its family- and pet-friendly atmosphere, peaceful streets, and access to A-rated schools, making it a top choice for buyers seeking comfort and community. Residents of The Vineyards enjoy an optional membership offering a luxury lifestyle with access to two 18-hole championship golf courses, a racquet center featuring tennis and pickleball, multiple dining venues, and a state-of-the-art wellness center complete with gym, spa, barber shop, salt cave, and more. This home blends natural light, space, views, and amenities—an exceptional opportunity in one of Naples’ most desirable neighborhoods.




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Need professional assistance selling your property at Vineyards Naples? Find out how an Area Specialist can help to generate more property exposure in order to get the most money for your investment in the least amount of time.Contact Us.
*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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