Hollywood Hill Homes with 12 - 2 Story Style

Hollywood Hill Homes with 12 - 2 Story Style

Welcome to Hollywood Hill, a hidden gem nestled in the picturesque city of Woodinville, Washington. This enchanting neighborhood is renowned for its lush landscapes, vibrant community spirit, and a perfect blend of tranquility and accessibility. With its proximity to both the stunning natural beauty of the Pacific Northwest and the urban conveniences of Seattle, Hollywood Hill offers residents an idyllic lifestyle.

Characterized by its charming homes, the neighborhood features a delightful mix of 1- and 2-story residences, each exuding unique architectural styles that reflect the area's rich history. Whether you’re drawn to the cozy allure of a classic bungalow or the spacious comfort of a contemporary two-story home, Hollywood Hill has something to suit every taste. Many properties here boast generous lots, providing ample space for outdoor entertaining, gardening, and enjoying the serene surroundings.

The community is not only defined by its beautiful homes but also by its friendly atmosphere. Neighbors often gather for seasonal events, fostering a sense of belonging that makes Hollywood Hill feel like a true community. Families appreciate the top-rated schools in the area, making it an ideal place to raise children.

Additionally, residents enjoy easy access to Woodinville’s renowned wineries, breweries, and outdoor recreational opportunities, including hiking and biking trails that wind through the stunning landscapes. With its perfect blend of suburban charm and modern amenities, Hollywood Hill is more than just a neighborhood; it's a lifestyle waiting to be embraced. Come discover your dream home in this enchanting enclave!

Newest Hollywood Hill Homes with 12 - 2 Story Style

$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..

$1,200,000
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.

$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.

$1,599,000
4 Beds ⋅ 3 Baths ⋅ 2576709 MLS ⋅ CONTINGENT Status
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

Listing courtesy of Windermere R.E. Northeast, Inc.

$2,298,000
3 Beds ⋅ 3 Baths ⋅ 2569266 MLS ⋅ ACTIVE Status
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

Listing courtesy of Realogics Sotheby's Int'l Rlty.

$1,499,000
4 Beds ⋅ 3 Baths ⋅ 2571604 MLS ⋅ ACTIVE Status
Outstanding opportunity to own an idyllic 2-story home on a shy-ace lot near Hollywood Hills. 4 bedrooms, bonus room, den, 2.5 baths, 2,920 square feet. Storybook setting offers privacy and room to spread out, yet you're just minutes from downtown Woodinville, world-class wineries, dining and shopping. Vaulted ceilings greet you at the entry, with rich oak hardwood floors leading through to the den, family room and kitchen with island - perfect for your gatherings and culinary workspace. Soothing outlooks onto the picturesque yard where you can watch the little ones and admire the open space. The main floor den allows for flexible living or work. The primary bedroom offers its own private deck, and a large upper-floor bonus room adds flexible space for work, play, or relaxation. Beautifully landscaped grounds complete the picture. This home is ready for your personal touches. Why pay for someone else's finishes, materials, and colors when you can choose your own? This is a blank canvas, ready for your custom ideas and finishes so you can focus your energy on upgrades that match your needs and tastes while building instant equity. Potential for a DADU, separate workshop, or additional garage. A great opportunity whether you're a buyer seeking a great location and long-term value or an investor eyeing your next project. Located in the award-winning Northshore School District. First time on the market—don't miss your chance to make it yours!

16703 NE 172nd Place, Woodinville

Listing courtesy of Windermere Real Estate/East.

$1,899,000
4 Beds ⋅ 3 Baths ⋅ 2563842 MLS ⋅ ACTIVE Status
Set in coveted Dobbins Run on Hollywood Hill, this move-in-ready home offers the rare combination of an expansive, level homesite, soaring interior volume, and exceptional Eastside convenience. A grand entry and dramatic ceilings create an airy sense of scale, while oversized windows bring in beautiful natural light throughout. Thoughtful updates—including remodeled baths, fresh paint, new carpet, all-new switches and outlets, and a new media room—make daily living effortless. Outside, the park-like setting offers privacy, quiet, and room to play, garden, or simply enjoy the peaceful surroundings. Tucked among miles of nearby trails and just moments from Woodinville Wine Country’s Hollywood District, downtown Woodinville, Totem Lake, and the Willows Road corridor, this is country-style living without sacrificing connection.

14823 164th Place NE, Woodinville

Listing courtesy of Real Estate Collection.

$1,900,000
4 Beds ⋅ 3 Baths ⋅ 2543644 MLS ⋅ ACTIVE Status
Situated on a rare, level and fully fenced shy acre in Woodinville’s coveted Hollywood Hill neighborhood, this beautifully maintained 4-bedroom home offers a blend of space, comfort, and thoughtful design. A circular drive framed by cherry blossom trees creates a striking first impression. Inside, the home opens to a light-filled living room with walls of windows and a marble-surround fireplace, flowing seamlessly into a formal dining room ideal for entertaining. The remodeled kitchen, with custom cabinets and a gas range, sits at the heart of the home, featuring a huge island with a breakfast bar, an eat-in kitchen nook, and an oversized pantry. The great room with a wood-burning fireplace opens to the expansive stamped patio, ready for your summer BBQ's. The main floor primary suite has a spa-inspired bath with a relaxing soaking tub, a slate tiled shower, a huge walk-in closet and a new vanity with a backlit mirror. The upper level features a bonus room, 3 bedrooms, and an updated full bath. Upgrades include new plush carpet throughout, a Krown roof, water heater, Hardie Plank siding and energy-efficient double-pane windows for long-term peace of mind. This home offers a peaceful retreat while remaining moments from parks, trails, dining, and the tech corridor, all within the top-rated Northshore School District. No HOA!

16005 NE 160th Street, Woodinville

Listing courtesy of FIRST AND MAIN.

$3,999,999
4 Beds ⋅ 5 Baths ⋅ 2484449 MLS ⋅ ACTIVE Status
Unbelievable Opportunity! Rare private estate moments from Woodinville Wine Country! Extraordinary 4 bed, 4 bath, 6,400 sq ft home showcases over $1 mill in thoughtfully upgrades blending refined craftsmanship w/ resort living. Grand foyer welcomes you w/ Brazilian cherry floors & soaring ceilings, setting the tone for the home’s elegant interiors. Luxury kitchen, complete w/ fully appointed butler’s kitchen, anchors expansive living & entertaining spaces. Custom built-ins, executive office, & advanced electrical & whole home sound systems elevate both comfort & functionality. Highlights include wine fridge/storage room, along w/ a lower level mudroom. Upstairs spa inspired primary suite offers illuminated quartzite surfaces, custom stonework, instant hot H2o dual wardrobes, & exquisite bath finishes. Upper level also includes theater room, game room, guest suites, private decks, oversized utility room, & flexible office space w/ Murphy bed. Efficiency & ease, home includes 3 tankless water heaters, upgraded A/C systems, new windows, newer roof, & EV charging. Car enthusiasts & hobbyists will love the attached 3,200 sq ft garage w/ full RV accommodations, including septic/water/power hookups, lift ready infrastructure, custom storage, & removable flooring for versatile entertaining. Beautifully manicured grounds offer Trex decking, covered entertaining areas w/ built-in outdoor kitchen, lap pool, hot tub, & serene equestrian surroundings creating a resort experience at home

14813 163rd Court NE, Woodinville

Listing courtesy of Skyline Properties, Inc..

$1,295,000
4 Beds ⋅ 3 Baths ⋅ 2464402 MLS ⋅ ACTIVE Status
Charming 4 bed, 2.5 bath home in Woodinville's sought after Hollywood Hills. This 2350 sq ft property, built in 2000, sits on a 1/3-acre lot, perfect for privacy and expansion. Features include a spacious 3 car garage, remodeled bathrooms and kitchen, hardwood floors, and new appliances. Located in the reputable Northshore School District, this home is near amenities and outdoor activities. 6 minutes to Woodinville city center. 8 minutes to Hwy 522.

15733 NE 165th St, Woodinville

Listing courtesy of VerraTerra.

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