SOLD! Multiple Offers Received!

16255 NE 165th St

Woodinville, WA 98027

Sold for $1,700,000

4 Beds
2-3/4 Baths
Single Family
Mid-Century Split Level
2,580 sq ft
Lot 2.47 acres
Year Built: 1969
MLS: 2221206
Parcel: 1426059030
16255 NE 165th St, Woodinville, WA 98027

Your Hollywood Hill Dream Property Awaits

Welcome to your dream property in the prestigious Hollywood Hill neighborhood. This is the first time this custom home and property has been on the market - built by the current owners in 1969 and lovingly maintained for future generations to enjoy! Gracefully lined by towering trees on nearly 2.5 level acres, this captivating estate presents a rare opportunity for equestrian enthusiasts or those seeking ample space for sports, recreation & tranquility. Step inside this home with a fantastic interior ready to make your own with 4 bedrooms plus an office (or 5th bedroom), 2.75 baths and 2580 sqft. Everywhere you go there is stellar potential for this remarkable property - live as is and update room by room or re-imagine the spaces to a more modern open floor plan. Use the existing barn & paddock for your equestrian pursuits, RV parking, gardens, outdoor entertainment space and room to add a sport court & more! Moments to Woodinville's vibrant downtown and renowned wine district, where dining, entertainment, shopping & recreation await. Northshore Schools. Pre-inspected.


Paddock & Pasture
Natural Gas Generator
Large Garden Space
4 Beds + Office/5th Bed
RV/Boat Parking Space
Long Private Driveway
Gas Fireplaces
Vaulted Ceiling
Covered Deck


Virtual Tour

3D Matterport Tour Walk-Through

Hollywood Hill in Woodinville

Woodinville History: Where Heritage Meets Modernity

The story of Woodinville begins in the late 19th century when Ira and Susan Woodin, a prominent Seattle entrepreneur, recognized the area's potential for growth and development. The Woodins were the first family to settle in the Woodinville community when they homesteaded 160 acres along the banks of the Sammamish River. During the early years, lumber mills and logging were the main employers and Woodinville's mills. With the arrival of the Seattle, Lake Shore and Eastern Railway in 1888, Woodinville transformed from a small settlement into a bustling hub for agriculture and commerce.  The lowering of Lake Washington in 1916 transformed the land into more favorable conditions for farming, including dairy, fruit orchards and vineyards.

In the early 20th century, Woodinville's agricultural prowess expanded, becoming known for its production of berries, apples, and other crops. However, it wasn't until the latter half of the century that the region experienced significant growth and transformation. The rise of the wine industry in the 1970s marked a turning point for Woodinville, as vineyards and wineries began to dot the landscape, earning the town recognition as one of Washington's premier wine destinations.

Today, Woodinville stands as a vibrant community, blending its agricultural heritage with modern amenities. Visitors flock to its wineries, distilleries, and breweries, drawn by the promise of exceptional libations and scenic vistas. The town's charming downtown area offers an array of shops, restaurants, and cultural attractions, making it a sought-after destination for locals and tourists alike.

Hollywood Hill: A Haven of Elegance and Tranquility

Perched atop the rolling hills of Woodinville lies Hollywood Hill, an enclave renowned for its picturesque landscapes and luxurious estates. Named for its resemblance to the iconic Hollywood Hills of California, this exclusive neighborhood exudes an air of sophistication and tranquility.

The history of Hollywood Hill is intertwined with the development of Woodinville, as affluent residents were drawn to its panoramic views and bucolic surroundings. In the early 20th century, Hollywood Hill became a favored destination for Seattle's elite, who sought refuge from the bustling city below. Grand estates and horse farms dotted the landscape, reflecting the wealth and stature of its inhabitants.

Over the years, Hollywood Hill has maintained its allure, attracting discerning homeowners seeking privacy, space, and natural beauty. While the area has seen some development, strict zoning regulations and a commitment to preserving its rural character have ensured that Hollywood Hill retains its exclusivity and charm.

Today, Hollywood Hill remains one of Woodinville's most coveted neighborhoods, offering residents a serene retreat from the demands of modern life. With its majestic estates, equestrian facilities, and proximity to the region's finest amenities, Hollywood Hill continues to embody the epitome of luxury living in the Pacific Northwest.

🌟 Welcome to Hollywood Hill: Where Wine Country Meets Tranquil Living 🌟

Nestled amidst the rolling hills of Woodinville, Washington, Hollywood Hill is the epitome of idyllic living. This charming neighborhood seamlessly blends the serenity of rural life with the sophistication of nearby wine country, offering residents a truly unique and enchanting experience.

Wineries and Restaurants: Imagine waking up at the center of wine country. Hollywood Hill is renowned for its proximity to some of Washington State's most esteemed wineries and dining experiences, where residents can indulge in world-class wine tasting experiences right on their doorstep.

Trails & Nature: For those who appreciate the great outdoors, Hollywood Hill boasts an extensive network of equestrian, hiking and biking trails, perfect for leisurely strolls or adventurous exploration. Lose yourself in the beauty of the surrounding forests and meadows, and feel a sense of peace wash over you with every step.

Award-Winning Schools: Families will appreciate the top-rated Northshore schools that serve the Hollywood Hill area, providing children with access to exceptional educational opportunities and fostering a strong sense of community among residents.

Quaint Downtown: Just a short drive away, the charming downtown area of Woodinville offers an array of boutique shops, cozy cafes, and gourmet restaurants as well as big box retail stores. Whether you're in the mood for a leisurely brunch with friends or a romantic dinner for two, you'll find plenty of options to satisfy your cravings.

Convenient Location: Despite its rural charm, Hollywood Hill is conveniently located within easy reach of major employment centers, including nearby technology hubs and corporate headquarters on the Eastside and Seattle. Commuting is a breeze, allowing residents to enjoy the best of both worlds without sacrificing convenience.

Community Spirit: One of the defining features of Hollywood Hill is its strong sense of community. From neighborhood gatherings to local events and festivals, residents come together to celebrate the beauty of their surroundings and forge lasting friendships.

Your Dream Home Awaits: Whether you're searching for a quaint cottage nestled among the trees, peaceful equestrian property or a luxurious estate with panoramic views, Hollywood Hill offers a diverse range of housing options to suit every taste and lifestyle. Come discover the magic of Hollywood Hill and make your dream home a reality!

Nestled in the verdant landscapes of Washington State, Woodinville and its distinguished neighborhood, Hollywood Hill, paint a picture of charm, heritage, and scenic beauty. As you explore these two gems, you'll discover a rich tapestry of history that has shaped their identity and attracted residents seeking a blend of rural tranquility and urban convenience.

Map & Nearby Places

16255 NE 165th St
Woodinville, WA 98027
4 Bed | 2-3/4 Baths

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