Hollywood Hill Real Estate

Welcome to Hollywood Hill, a hidden gem nestled in the heart of Woodinville, Washington. This enchanting subdivision, set against a picturesque backdrop of lush greenery and rolling hills, offers a perfect blend of tranquility and modern living. Known for its serene atmosphere and vibrant community, Hollywood Hill is an ideal destination for those seeking a peaceful escape without sacrificing convenience.

Hollywood Hill is characterized by its charming, spacious homes that reflect a variety of architectural styles, catering to diverse tastes and lifestyles. Many residences are situated on generous lots, providing ample outdoor space for gardening, entertaining, or simply enjoying the breathtaking views of the surrounding landscape. The area is known for its friendly neighborhood vibe, where residents take pride in their community and engage in local events and activities.

Nature enthusiasts will appreciate the abundance of outdoor recreational opportunities nearby. With easy access to scenic parks, hiking trails, and the stunning Sammamish River, Hollywood Hill is perfect for those who love to explore the great outdoors. Additionally, the area is conveniently located just a short drive from Woodinville’s renowned wineries, breweries, and dining establishments, making it a haven for food and wine lovers.

Families will find excellent educational options in the nearby Northshore School District, which is known for its commitment to academic excellence. With its blend of natural beauty, community spirit, and accessibility to urban amenities, Hollywood Hill truly embodies the best of Woodinville living. Come discover your dream home in this delightful neighborhood, where every day feels like a retreat!

Newest Listings in Hollywood Hill

$1,850,000

3 Beds ⋅ 3 Baths ⋅ 2579734 MLS

Welcome to Hollywood Hill, one of Woodinville’s most coveted neighborhoods, just minutes from miles of scenic biking & walking trails and the celebrated restaurants, tasting rooms & wineries of Woodinville Wine Country. Set on a private shy acre, this beautifully updated home + a 1,000 sq ft detached living space offers an exceptional blend of luxury, privacy & work/live/entertain versatility. The light-filled, open floor plan features 3 bedrooms, beautiful wide-plank hardwoods & a dreamy primary suite with a fully renovated SPA-inspired ensuite bath, oversized soaking tub & generous walk-in closet. Mature landscaping and inviting outdoor living spaces create a peaceful, private setting. The showstopper? A JUST REMODELED 2-story detached space offering incredible flexibility, complete with a guest/work suite featuring a kitchenette + walk-in shower bath, PLUS a PROFESSIONAL MUSIC STUDIO—ideal for guests, creative pursuits, working from home, or even a home theater or gym space. Endless possibilities. Additional features include A/C, BRAND NEW carpet, surround sound, auto-generator for the detached unit, EV charger, 3-car garage, 2 driveways, Trex-style decking, charming garden shed with playhouse potential & more. Offering esteemed Northshore Schools and an ideal location with quick access to DT Woodinville, Redmond, Kirkland & Bellevue. PRE-INSPECTED & perfectly TURNKEY.

16734 NE 139th Place, Woodinville

$3,300,000

4 Beds ⋅ 4 Baths ⋅ 2581275 MLS ⋅ Hollwood Hill BLDG.

Come home to your own 5 star resort. You buy this house when you want live everyday like you are on vacation. An entertainer’s dream home with a freshly painted Pickle Ball court, in-ground pool, and spa. Relax next to the pool with your very own luxury cabana. The cabana features a fridge, entertaining space and a room that would make a great studio, office, or playroom. Great Hollywood Hill location, newly remodeled dream estate with no HOA and new A/C and furnace. It sits on 2+ useable acres and backs up to the Tolt trail. Just walk down the yard and out the back gate and you are on the trail. Nana walls in both the family room and cabana allow for easy entertaining. The main house is 4100sqft and the cabana is 827sqft. The light, bright and open kitchen is every chef's dream. Large prep/eat in island with new appliances & wine fridge. The enormous primary suite features two walk-in closets, a fireplace, and day spa worthy master bath. Upstairs there are 5 rooms all with closets. Separate office with closet downstairs. This private country estate is just minutes from the new Woodinville Wine Village that has a new hotel, shops restaurants and wine tasting rooms. Spotless 3-car attached garage. A second septic system was installed, allowing for a one bedroom ADU to be built (buyer to verify). Award Winning Northshore School and beloved Hollywood Hill elementary. Sent from my iPhone

15707 NE 153rd Street, Woodinville

$1,698,000

4 Beds ⋅ 4 Baths ⋅ 2579475 MLS ⋅ Vineyard Creek BLDG.

Better than new in Vineyard Creek at The Harvest in Woodinville’s wine country. A stunning luxury farmhouse-style residence showcasing an elegant 4-bedroom, 3.5-bath design with upscale finishes, including custom Huntwood Shaker style cabinetry, quartz slab countertops, professional Wolf stove, built-in refrigerator, wine bar, energy-efficient HVAC with individual room controls and spacious 2-car garage equipped with EV charging. This home is a peaceful, corner location with sunny views of the agricultural fields allowing for maximum light and views. Main floor bedroom or office with patio and en-suite full bath, engineered hardwood floors in the main living areas and stairs, cozy carpet in the bedrooms, large designer tiled shower and huge walk-in closet in the primary suite. Ideally located near an agricultural preserve and the Sammamish River Trail offering over 18 miles of biking, walking and jogging paths. A revered lifestyle residence with walking ability to over 130 wineries, breweries and tasting rooms. Harvest community amenities include a luxury boutique hotel with a roof top lounge, spa and vibrant retail venues. Easy commute to all nearby employers and Award-winning Northshore schools!

14314 148th Place NE Unit #28, Woodinville

$1,698,000

4 Beds ⋅ 4 Baths ⋅ 2579477 MLS ⋅ Vineyard Creek BLDG.

14314 148th Place NE Unit #28, Woodinville

$1,200,000

3 Beds ⋅ 3 Baths ⋅ 2580656 MLS

Hollywood Hill Hideaway! Escape to your private retreat in sought-after Hollywood Hill. Nestled on a secluded .86-acre corner lot with mature landscaping & a tranquil park-like setting featuring a waterfall and pond. Updated kitchen offers granite counters, shaker cabinetry, premium Miele appliances, induction stove, LG refrigerator & large custom pantry. Family room with wood-burning fireplace plus separate formal living room. Upstairs features 3 bedrooms & 2 baths, including a spacious primary suite with cedar-lined walk-in closet, custom tile shower & heated floors. Converted garage provides 3 additional finished rooms—ideal for office, fitness, hobbies, guests or conversion back to garage. Upgrades include new heat pump, tankless water heater, EV charger, LED lighting, Trex deck, added crawlspace insulation/storage & new composition roof with copper components to help resist moss. Gas-powered whole-house generator & high-speed fiber internet. Potential space for an ADU. Located in Northshore School District, close to Woodinville wineries, restaurants & recreation. Enjoy country-like privacy with the convenience of nearby amenities.

16732 NE 138th Court, Woodinville

$1,386,000

3 Beds ⋅ 3 Baths ⋅ 2579411 MLS ⋅ Hollywood Hill BLDG.

Nestled on 1.2 acres of private, lushly forested land, this beautifully updated home offers the perfect balance of peaceful Northwest living and convenient access to all that the vibrant Woodinville community has to offer. Located at the very top of renown Hollywood Hill in the beloved Woodinville Wine Country, hike the amazing Tolt Pipeline with your favorite pup, experience access to over 90 tasting rooms from the areas top wineries, enjoy spa services, epic meals and accomodations at The Somm and Willows Lodge, and fabulous concerts at the St Michelle Winery. This is the place to be! Thoughtfully updated in recent years, the home features a stylish kitchen with quartz counters, newer stainless appliances and inviting spaces designed for everyday living and entertaining. Whether you are working from home, entertaining guests or simply enjoying the serenity of your surroundings, this home adapts beautifully to your lifestyle. The spacious lower level provides outstanding flexibility with a private fourth bedroom or dedicated home office, creating an ideal separation from the main living areas for productivity, guests or multi-generational living. Outside towering evergreens and peaceful trails that meander through your woodland, invite you to experience the beauty of the Pacific Northwest right outside your door. Welcome Home!

15724 168th Avenue NE, Woodinville

$1,799,000

3 Beds ⋅ 3 Baths ⋅ 2578318 MLS

A Rare Offering — 2.5 Private Acres in the Heart of Hollywood Hill. Some settings can't be recreated. This is one of them.A long, tree-lined driveway draws you back from the world, revealing 2.5 level, serene acres framed by mature fruit trees and sweeping, unobstructed views. Here, the pace slows. The air feels different. This is land that offers not just space, but stillness — a rare commodity so close to everything that matters.The existing residence, built in 1969, spans 2,580 sq ft with 5 bedrooms, 3 bathrooms, and 2 fireplaces — a warm, timeless retreat as it stands, or a canvas awaiting transformation. For the discerning buyer, this level and usable acreage presents an extraordinary opportunity: design and build the estate you've long envisioned, on grounds already blessed with privacy, maturity, and light. For those drawn to a more elevated lifestyle, the property is equestrian and hobby-farm ready, complete with a barn (newer roof) and a newer roof on the residence — thoughtful infrastructure that lets you focus purely on your vision. Set within the coveted North Shore School District, and just minutes from fine dining, boutique shopping, and effortless commuter access, this is a residence in the truest sense of the word — land, legacy, and location, meeting in perfect balance.

16255 NE 165th Street, Woodinville

$2,498,000

4 Beds ⋅ 4 Baths ⋅ 2577451 MLS

Resort-style living meets the best of the Pacific Northwest! Set on 2 stunning acres in Hollywood Hills, this exceptional Woodinville estate offers a rare combination of privacy, space & effortless indoor-outdoor living. A sparkling pool, open pasture, lush professionally redesigned landscaping, playset, & expansive covered deck create your own private retreat—perfect for relaxing, entertaining, & enjoying every season. Inside, 2,860 square feet of beautifully remodeled living space (2020) delivers the perfect blend of timeless style & modern comfort. The heart of the home is a chef’s kitchen featuring a 36" gas range, double ovens, dual sinks, oversized island, & abundant pantry storage, all opening seamlessly to the dining & living spaces. The spacious bonus room w/ wet bar extends directly to the outdoor entertaining areas, making gatherings effortless. Retreat to the luxurious primary suite w/ a spa-inspired bath & heated floors. An additional en-suite bedroom, two generously sized bedrooms, full bath, & spacious laundry room complete the upper level.The property’s SW corner offers excellent ADU potential, adding flexibility for guests, multigenerational living, or future investment. And the location? Just minutes from downtown Woodinville’s renowned wineries, celebrated restaurants, and boutique shopping—Washington’s own Napa Valley. All within the highly regarded Northshore School District. Prime location with easy access to Microsoft, Google, Amazon & DT Seattle!

16207 NE 165th Street, Woodinville

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 2576726 MLS

INCREDIBLE WOODINVILLE LOCATION & POTENTIAL! Discover space, privacy and versatility on nearly 1 acre in the sought-after Hollywood Hills neighborhood—less than 1 mile from wineries, Trader Joe’s, shops and dining. PRE-INSPECTED with fresh paint, new carpet, a new roof with transferable warranty and energy-efficient heat pump with AC—move in today and update over time! HIGHLIGHT: 6 TOTAL BEDROOMS (3-bedroom septic design), offering exceptional flexibility for multigenerational living, guests or working from home. GARAGE & SHOP ENTHUSIAST’S DREAM: Massive detached 2-car garage with shop space (830 sq ft), attached lower-level 1-car garage (400 sq ft), cedar garden shed, carport and ample RV/boat parking. The main level features vaulted ceilings, an open kitchen and dining area, primary suite with ¾ bath, 2 additional bedrooms, full bath and spacious utility room. The lower level offers a huge second living area with space to add a wet bar, 3 additional bedrooms, ¾ bath and abundant storage. Outside, enjoy a private hot tub, firepit, lower patio and spacious yard. GENERATOR CONVEYS! Highly rated Northshore School District.

14848 NE 173rd Street, Woodinville

$1,599,000

4 Beds ⋅ 3 Baths ⋅ 2576709 MLS

Perched at the pinnacle of Hollywood Hill on a serene .64 acre wooded lot, this custom 4 bedroom, 2.5 bath, 3,428 square foot residence in the coveted Eastbrook community is a masterwork of craftsmanship, built in 1988 and maintained by its original owners. A cherry tree lined driveway and stamped concrete courtyard flanked by brick and wrought iron railings set a stately tone. Inside, expansive hardwood floors and stairs, vaulted ceilings and a dramatic wall of windows across the kitchen and nook draw the lush PNW landscape indoors, while three fireplaces anchor warm gathering spaces throughout. The gourmet kitchen impresses with a butcher block island, honed leather texture granite counters, a metallic mosaic backsplash, a farm-style sink and walk-in pantry. A beveled glass French door den exits to a brick and wrought iron sitting area, perfect for a home office. The primary suite is a spa retreat with travertine floors, a Victoria & Albert soaking tub, separate shower and Restoration Hardware vanity, warmed by a gas fireplace. A light filled bonus room with extra storage suits a media room, playroom or studio. Fresh carpeting complements rich hardwood floors and Italian plank tile through the main living areas. A private deck overlooks the wooded territorial setting, and a 3 car garage adds convenience. Set in the Northshore School District with no HOA, this corner of the Eastside offers easy access to local wineries and trails, including the Tolt Pipeline.

15427 178th Avenue NE, Woodinville

$2,298,000

3 Beds ⋅ 3 Baths ⋅ 2569266 MLS ⋅ The Farm BLDG.

Set on a quiet corner in the coveted community of The Farm — named for Frederick Stimson's 1910 Hollywood Farm, a dairy farmer who homesteaded the area, this beautiful home offers an exceptional blend of natural living, easy flow and lifestyle. The desirable main-floor with a primary suite on the main level, with an adjoining office just off the suite: an ideal setup for working from home, a nursery, or a quiet retreat. Formal living and dining rooms provide space for gathering, while the open-plan kitchen flows into an eating area and casual living space and French doors out to a stunning landscape of gardens, flat yard and patio keeping everyday life connected. The large private lawn and lush, established gardens, create the kind of indoor-outdoor flow that makes entertaining effortless and ordinary mornings feel like a getaway. Upstairs, two additional bedrooms and a full bath give guests their own wing, and a generously sized bonus room adapts easily to a playroom, media space, home gym, or second office. A three-car garage adds convenience and storage for vehicles, gear, and seasonal items. Minutes from Woodinville's acclaimed restaurants, tasting rooms, and the Sammamish River Trail, with the rural calm the Hill has been known for since Stimson's day — this home embodies the best of Hollywood Hill living.

14246 157th Place NE, Woodinville

$1,599,998

4 Beds ⋅ 4 Baths ⋅ 2571221 MLS ⋅ Vineyard Creek BLDG.

Vineyard Creek Townhomes! Set within Woodinville’s Hollywood Wine District, this barely lived in, thoughtfully upgraded corner townhome pairs a light filled interior with one of the area’s most lifestyle driven settings. Its corner position brings in added natural light throughout the home, while a substantial collection of builder upgrades and owner enhancements gives it a polished, move in ready feel. LVP flooring extends across the main living spaces, primary suite, and upper hallway, complemented by custom window treatments throughout. The living room is centered around a fireplace framed by custom cabinetry and shelving, creating a warm focal point with added storage and style. The kitchen opens naturally into the living and dining spaces for easy everyday living and entertaining. Upstairs, the primary suite features motorized Roman shades and an expanded closet system, while an office with custom drapery and added shelving creates flexible work from home space. Outside, the private patio features low maintenance turf and overlooks the community gazebo courtyard. A two car garage offers bonus storage and is EV ready. Just steps from SOMM Hotel, Chateau Ste. Michelle, tasting rooms, bakeries, the Sammamish River Trail, and the evolving Harvest district, this home brings together thoughtful design, natural light, and the best of Woodinville wine country living. A lifestyle!

14315 149th Place NE, Woodinville

Start Your Search

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal noncommercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Information courtesy of Intermountain Multiple Listing Service. Information provided by IMLS is deemed reliable but not guaranteed. IDX information is provided exclusively for consumers' personal, non‐commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IMLS does not assume any liability for missing or inaccurate data. All listings provided by IMLS are marked with the official IMLS IDX icon.