Hollywood Hill Homes for Sale

Hollywood Hill Homes for Sale

Welcome to Hollywood Hill, a picturesque neighborhood nestled in the heart of Woodinville, Washington. Known for its lush landscapes and serene atmosphere, Hollywood Hill offers a perfect blend of suburban charm and natural beauty. This vibrant community is characterized by its stunning views of the Cascade Mountains, expansive green spaces, and a strong sense of togetherness among its residents.

Hollywood Hill is not just a place to live; it’s a lifestyle. The neighborhood is dotted with beautiful homes, ranging from charming mid-century houses to modern estates, each boasting unique architectural styles that reflect the area’s character. The properties here often feature spacious yards, mature trees, and easy access to walking trails, making it an ideal environment for families, nature lovers, and anyone looking to escape the hustle and bustle of city life.

Residents enjoy the convenience of being just minutes away from Woodinville’s renowned wineries, breweries, and restaurants, providing ample opportunities for leisure and entertainment. The community is also well-connected to major highways, ensuring that downtown Seattle is within easy reach for commuters.

Currently, there are several homes for sale in Hollywood Hill, each offering its own charm and potential. Whether you’re looking for a cozy retreat or a grand estate, this neighborhood has something for everyone. Come explore Hollywood Hill, where community spirit meets natural beauty, and discover the perfect place to call home!

Newest Hollywood Hill Homes for Sale

$2,995,000
5 Beds ⋅ 3 Baths ⋅ 2583407 MLS ⋅ ACTIVE Status
Welcome to Your Once-in-a-Lifetime Opportunity to Secure “THE” Crown Jewel Spot on Incomparable Hollywood Hill! With a storied history as Hollywood Hill Vineyards and only the second time offered to market, this 2.3 AC compound awaits its new chapter. Perched with the perfect southwest orientation and bathed in full sun, this is the kind of property people dream about and rarely find: stunning views, unforgettable sunsets, with the drama of the changing seasons, front and center. Hot air balloons float by; the distant sounds of a summer St. Michelle concert envelop you; horses whinny in the distance. Woodinville’s famed Wine Country with 5-star restaurants & wineries is at your fingertips! This gracious 4,020 +/- contemporary home delivers an open-concept, entertainer's vibe in a layout that works for every stage of life. Catch a glimpse of Seattle from the loft in the 1,786 asf old-school equestrian barn for your horses, or re-imagine it into the space you’ve always wanted—ADU, barndominium, “party barn”? (buyer to verify uses). The 1,024 +/- asf detached garage is perfect for the hobbyist/auto enthusiast. The home has been meticulously refreshed and is truly move-in ready: ‘26 Oscar 5-Bed Septic System w/Transferrable Warr; ‘26 30-Yr. Comp Roof/Gutters; ‘26 Trex Deck/Railing; ‘26 Exterior Paint (siding replaced where needed); All Windows Upgraded. Pre-Inspected. Northshore SD - Hollywood Hill Elem & Woodinville HS.

14350 160th Place NE, Woodinville

Listing courtesy of The Cascade Team.

$1,290,000
3 Beds ⋅ 3 Baths ⋅ 2582887 MLS ⋅ ACTIVE Status
This impressive home is set on a large, private lot in the desirable community of Hollywood Hill. Perfect for entertaining, the main level is open and light. The spacious living room features a marble finished gas fireplace and the adjacent dining room opens to a barbecue sized deck. The cook's kitchen includes a deep stainless sink, double oven range, quartz counters and a beautiful tiled wall. On the upper level you'll find a perfect office or play room, generous storage and an oversized laundry room. This level also holds the primary suite which includes the spacious bedroom with private balcony, walk-in closet and elegant full bath with double sink vanity. Each of the two additional bedrooms is good sized and has a walk-in closet. The hallway full bath features a gorgeous glass floating vessel vanity. On the lower level you'll love the large family room with doors to the yard and a convenient guest bath with floating vessel vanity. The home has beautiful bamboo and tiled flooring throughout. A bonus room on the lower level was home to a boutique winery. This room could also be a great shop or finish the flooring for a game room or additional living space. It also opens to the exterior. The lot is beautiful, with matures trees and plantings, a firepit, raised beds, open lawn and large gardening shed. This excellent location in the highly sought after Hollywood Hill neighborhood is near Woodinville's wineries, shopping and restaurants and in the Northshore School District.

16735 NE 139th Place, Woodinville

Listing courtesy of Real Broker LLC.

$2,365,500
5 Beds ⋅ 4 Baths ⋅ 2583688 MLS ⋅ ACTIVE Status
Welcome to your own private retreat on coveted Hollywood Hill! Tucked away on nearly an acre, this beautifully updated 5bed, 4bath home offers rare combination of privacy, space, and effortless access to everything Woodinville has to offer. Inside, warm rough-honed cedar vaulted ceilings bring character and charm to the living room and primary suite, while remodeled baths, new carpeting, new decks, refreshed fireplaces, and thoughtful updates throughout make this home move-in ready. The main-level primary features heated floors, and the daylight basement offers a second primary with en-suite plus a spacious rec room, workout/storage space, and fireplace. Outside is where this property truly shines. A private, landscaped setting with a rain-fed creek, gorgeous fountain and water feature, multiple entertaining patios, uplighting, firepit areas, and plenty of room to relax or gather with friends. New fencing and fresh lawn complete the picture. The oversized two-car garage offers two extra-wide bays, built-in storage, bike racks, and an overhead box heater. Ample driveway parking accommodates up to 7 vehicles, plus a dedicated boat/RV parking pad. Wired for a generator and equipped with hot water at the outdoor spigot near the garage. Enjoy the peace and privacy of Hollywood Hill while being just minutes from Woodinville's wineries, breweries, Harvest, grocery stores, and downtown. Highly regarded Northshore schools. It feels a world away without actually being one.

15510 NE 160th Street, Woodinville

Listing courtesy of John L. Scott, Inc.

$1,200,000
4 Beds ⋅ 3 Baths ⋅ 2576589 MLS ⋅ ACTIVE Status
Updated and staged to perfection, this spacious tri-level is in perfect condition. The list of upgrades is huge: roof & gutters new in 2022, new heat pump and thermostat with electronic purification system in 2021, LVP flooring 2024, all newer windows, newer washer/dryer, new electrical panel in 2024. Also,in 2024, a complete kitchen remodel with Quartz counters, Zephyr wine fridge, new cabinets with soft close drawers, Insta Hot, Zephyr hood, induction/convection range Evolution Insinkerator. The main floor has a vaulted ceiling living and dining room, with a gas fireplace and huge windows to let in the light.The upper level has a very large primary suite with walk-in closet and an updated primary bath. There are 2 other large bedrooms and a full bath on the upper floor. The lower level has a spacious family room with gas fireplace, the 4th bedroom and the laundry room with adjacent 3/4 bath. Set above the street with a long driveway and room for RV parking, this quiet cul-de-sac lot is nearly an acre, with plum and apple trees, lots of gardening and play space and all day sun. The line of weeping cherry trees was planted in 1976 and are magnificent in the spring. Sunny entertaining deck right off the kitchen. Don't miss the large, fully finished backyard shed with power and a wood stove--ideal for a workout or art studio, home office or massive storage! This is a great commuting location and has no HOA dues! Excellent Northshore schools.

17465 NE 163rd Place, Woodinville

Listing courtesy of Windermere Real Estate Central.

$1,499,000
4 Beds ⋅ 3 Baths ⋅ 2580802 MLS ⋅ ACTIVE Status
Welcome to this beautiful Hollywood Hill retreat, privately tucked above a small enclave of homes on a peaceful private road. Set on a gorgeous, sprawling 1+ acre lot, this 2,940 sq ft home offers 4 bedrooms and 2.5 baths with a spacious and inviting layout.The oversized ensuite primary suite offers a relaxing retreat with a recently upgraded bathroom. Enjoy year-round comfort with heat and A/C, fresh paint, plus the peace of mind of a wired generator. A spacious 3-car garage and EV charger add everyday convenience. The entertainment-sized patio is perfect for summer gatherings, relaxing, and enjoying the peaceful surroundings.Home and septic have been fully pre-inspected, giving buyers valuable information and added peace of mind.Ideally located just minutes from Woodinville Wine Country, award-winning restaurants, shopping, and everyday amenities, with access to the highly regarded Northshore School District. A rare opportunity to enjoy privacy, space, and convenience in one of Woodinville's most desirable areas.

17909 163rd Avenue NE, Woodinville

Listing courtesy of WeLakeside.

$1,850,000
3 Beds ⋅ 3 Baths ⋅ 2579734 MLS ⋅ ACTIVE Status
MAIN HOUSE + DETACHTED DWELLING UNIT = 4 BEDROOMS & 5 BATHROOMS, all in 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

Listing courtesy of FIRST AND MAIN.

$3,300,000
4 Beds ⋅ 4 Baths ⋅ 2581275 MLS ⋅ ACTIVE Status
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.

15707 NE 153rd Street, Woodinville

Listing courtesy of RE/MAX Metro Realty, Inc..

$1,698,000
4 Beds ⋅ 4 Baths ⋅ 2579475 MLS ⋅ ACTIVE Status
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

Listing courtesy of John L. Scott, Inc..

$1,200,000
3 Beds ⋅ 3 Baths ⋅ 2580656 MLS ⋅ ACTIVE Status
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

Listing courtesy of Keller Williams Realty Bothell.

$1,386,000
3 Beds ⋅ 3 Baths ⋅ 2579411 MLS ⋅ ACTIVE Status
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

Listing courtesy of Windermere Real Estate/East.

$1,799,000
3 Beds ⋅ 3 Baths ⋅ 2578318 MLS ⋅ ACTIVE Status
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

Listing courtesy of RSVP Brokers ERA.

$2,498,000
4 Beds ⋅ 4 Baths ⋅ 2577451 MLS ⋅ ACTIVE Status
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

Listing courtesy of COMPASS.

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