Snohomish and King County Real Estate Search

Most Current Hollywood Hill Two Story Listings

$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. Sent from my iPhone

15707 NE 153rd Street, Woodinville

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

$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.

$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.

$1,525,000
3 Beds 3 Baths 2556062 MLS PENDING Status
Minutes from Woodinville Wine Country, this custom contemporary retreat atop Hollywood Hill offers privacy, westerly Olympic Mountain views and exceptional indoor-outdoor living on 1.2 acres. Expansive windows bring in abundant natural light, while the remodeled kitchen features sleek cabinetry, ample counter space and an easy flow to the living and dining areas. A separate main-floor office and additional sitting or family room provide flexible space for work and relaxation. Designed for entertaining, the home offers over 1,100 sq ft of deck space across multiple levels, including an expansive terrace above the garage, plus a private hillside patio, gas fireplace and huge partially fenced yard. The spacious primary suite includes a massive walk-in closet, oversized soaking tub and heated bathroom floors. Upstairs, two additional bedrooms share a remodeled Jack-and-Jill bathroom. One is generously sized and lives like a second primary, complete with its own walk-in closet. Every bathroom has been remodeled with updated fixtures and finishes. A two-car garage and expansive driveway provide ample parking. Additional improvements include new fencing, refreshed landscaping, upgraded decking and railings, and new garage doors. Located in the sought-after Northshore School District, minutes from downtown Woodinville, Chateau Ste. Michelle, summer concerts, restaurants, breweries, and the area’s many wineries and tasting rooms.

15311 NE 173rd Street, Woodinville

Listing courtesy of Portico Real Estate.

$2,125,000
3 Beds 4 Baths 2539146 MLS SOLD Status
Set in a breathtaking storybook setting in the heart of Hollywood Hill, this beautifully updated home is surrounded by approx. 20 acres of protected forest and trails owned and maintained by the English Hill HOA, creating rare privacy, serenity, and lasting natural beauty. Backing to open fields beyond the apple trees that can never be developed or subdivided, the property feels like a private Northwest retreat. Exceptional outdoor living includes a covered entertaining pavilion with rich wood ceilings, heaters, recessed lighting, lounge/dining areas, outdoor kitchen, bar seating, beverage fridge, built-in BBQ space with natural gas hookup, tranquil water features, winding pathways, mature landscaping, and multiple gathering spaces. Inside, expansive windows, warm lighting, hardwood floors, a soaring entry, an elegant staircase, an open kitchen, a huge dining area with a fireplace, and seamless indoor-outdoor flow set the tone. The spacious primary suite features two walk-in closets, a spa-like bath, skylights, a soaking tub, an oversized shower, and access to a private sun deck wired for a hot tub. Massive bonus room with full bath offers MIL, guest suite, media, office, or flex bedroom potential. Updated septic, newer HVAC, updated lighting, and a 10-zone Bluetooth sprinkler/drip system complete this rare Hollywood Hill retreat. Award-winning Northshore schools.

14160 171st Avenue NE, Woodinville

Listing courtesy of Marketplace Sotheby's Intl Rty. Selling Office: Coldwell Banker Bain.

$1,950,000
5 Beds 3 Baths 2505899 MLS SOLD Status
Few properties on the Eastside achieve what this one does: nearly an acre of private, landscaped grounds perched above Woodinville's Hollywood District — and a front-row seat to one of the Pacific Northwest's most exciting lifestyle destinations. This beautifully remodeled 5-bed, 3-bath colonial captures that balance, and that balance is becoming genuinely rare. Symmetrical and stately from the street, warm and considered inside — the colonial form feels deliberate here. Formal living and dining anchor the main floor, flowing into a gourmet kitchen with slab marble countertops and premium stainless appliances. A main-floor office doubles as a fifth bedroom. The primary suite features a fireplace, sitting area, and spa bath with marble floors, soaking tub, walk-in shower, and custom closet. Three bedrooms, hall bath, bonus room, and laundry complete the upper level. Outside: private patio, hot tub, dog run, play yard, and full sports court. The oversized 4-car garage offers exceptional depth and ceiling height for lifts or a shop. The Tolt Pipeline Trail runs literally next door, threading miles of forest, meadow, and ridgeline into your daily routine. Down the hill, The Harvest Development is reshaping the neighborhood into a year-round wine country destination drawing comparisons to Napa and Sonoma — curated dining, tasting experiences, and boutique shops. East Coast bones. Pacific Northwest soul. Privacy. Trails. Wine country. All at once — and that's exactly the point.

14750 149th Avenue NE, Woodinville

Listing courtesy of Real Residential. Selling Office: VerraTerra.

$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..

$2,190,000
5 Beds 3 Baths 2496688 MLS SOLD Status
Welcome to a rare offering on coveted Hollywood Hill where privacy, prestige, and proximity converge just 2 miles from downtown Woodinville. Set on a full, level acre with no HOA, this beautifully updated estate offers a quiet retreat with a true sense of community. The expansive, park-like grounds are a standout feature, providing exceptional space to entertain, play, and unwind amid mature landscaping, fruit trees, gardens, gazebo, and multiple fire pit areas. Inside, timeless design meets thoughtful updates. The chef’s kitchen is a showpiece with marble countertops, custom cabinetry, & more all oriented toward the serene backyard. Fresh bright interior and exterior paint, updated millwork, designer lighting, updated HVAC & insulation. The flexible layout lives effortlessly, offering optional 5–6 bedrooms. A main-level bonus room presents an ideal opportunity for a 2nd primary suite with potential for an en-suite bath. Upstairs, spacious bedrooms, office and the primary retreat featuring a new spa-inspired bath. The opposite wing offers a generous bonus room plus two additional rooms, perfect for guests, play/game room, home theater, or multi-gen living. Covered front & back porches, a custom-covered deck with swings, and expansive stamped patios create seamless indoor-outdoor living year-round. A side-entry 3-car garage with tall ceilings and large outbuildings add function to form. A rare blend of space, privacy, and location—this is Hollywood Hill living at its finest.

15919 NE 165th Street, Woodinville

Listing courtesy of Marketplace Sotheby's Intl Rty. Selling Office: Coldwell Banker Bain.

$2,900,000
5 Beds 4 Baths 2484261 MLS SOLD Status
Rare Hollywood Hill luxury estate in Woodinville offering 5,200+ sq ft of beautifully designed living space with a private pool and sports court—an exceptional opportunity for buyers seeking space, privacy, and lifestyle just minutes from Bellevue, Redmond, and Woodinville wine country. This expansive residence features generous living areas, flexible floor plan options, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Set on a peaceful residential setting with mature landscaping, this Woodinville luxury home provides a true retreat while remaining close to Eastside tech corridors, dining, trails, and top amenities. Highlights include multiple bedrooms, spacious gathering areas, a well-appointed kitchen, and versatile bonus spaces suitable for home office, fitness, or guest use. Outdoor living is enhanced by a pool, sports court, and ample yard space for recreation or relaxation. Two-car garage and additional storage. Pre-inspection available for buyer review. Newly repositioned and back on market, this Hollywood Hill estate presents a rare opportunity to secure a move-in ready luxury home in one of Woodinville’s most desirable neighborhoods. Convenient access to shopping, wineries, parks, and commuter routes. Ideal for buyers searching for a Woodinville luxury home with pool, Eastside executive estate, or private retreat near Bellevue and Redmond. Schedule your showing to experience this exceptional property.

16704 162nd Avenue NE, Woodinville

Listing courtesy of John L. Scott Mill Creek. Selling Office: Windermere RE Greenwood.

$4,050,000
5 Beds 5 Baths 2469965 MLS SOLD Status
Stunning luxury home built in 2023 by Terrene Homes, offering 4,690 sq. ft. of thoughtfully designed living space on over 2 private acres. This exceptional residence features 5 bedrooms and 5 bathrooms, with a grand vaulted entry and soaring ceilings in the great room that create an open and inviting layout. On the main level you have the gourmet kitchen equipped with high-end appliances, premium finishes, ample cabinetry, a walk-in pantry, and a butler’s pantry that seamlessly connects to an inviting dining room making it ideal for both daily living and entertaining. Also on the main level you have the guest suite as well as the office. The grand staircase leads you to the spacious primary suite with its spa-like primary bathroom on the west wing, and well-appointed 3 bedrooms and the bonus room on the east wing, providing privacy, comfort and flexibility. Hardwood floors throughout. Enjoy two outdoor living spaces. A covered area with exterior fireplace, ceiling heaters and an uncovered area with a gas connected fire pit, perfect for year-round use. A covered jacuzzi tub just feet away. Fully fenced backyard features green turf with the property extending well beyond the fenced area, offering additional usable land and privacy. The oversized 3-car garage offers abundant space for parking, storage, or recreational needs. Quality craftsmanship, modern design, and a serene setting combine to make this property a rare opportunity for luxury living with privacy and space.

16242 NE 172nd Street, Woodinville

Listing courtesy of 206 REALTY LLC. Selling Office: PRO RLTYSRVCS Eastside.

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.

Hollywood Hill Woodinville Two Story Homes For Sale - Hollywood Hill Woodinville, WA Real Estate

Instantly search Two Story Homes For Sale in Hollywood Hill Woodinville. Use our Intuitive Advanced Search to find your perfect home. Live MLS Updates. Search by neighborhood, price range, size, home style or schools.

View the 5 most recent Hollywood Hill Woodinville Two Story Homes for Sale below.  Create your free account and also see all Homes for sale in Hollywood Hill Woodinville plus foreclosures, short sales, estate sales bankruptcy sales and other 'must sell' situations.  Thinking about Selling your Hollywood Hill Woodinville Home? Contact us for an instant home value assessment.

Call Modern Trends Realty at (425) 242-5844 or contact us to inquire about our Hollywood Hill Woodinville real estate services for buyers and sellers Ask about our written customer satisfaction guarantees and VIP programs.  Every Hollywood Hill Woodinville home and condo purchased through Modern Trends Realty is backed by a 2 Year Home Satisfaction Guarantee! Ask us for details. 

Modern Trends Realty brokers are in the best position to give you advice on the local Woodinville real estate market. Curious about the Woodinville Homes real estate market? Register to our free Woodinville market value reports, where you can get access to see sold Hollywood Hill Woodinville Homes online as they get reported on the MLS.

Visit  Woodinville Homes for Sale to explore all Woodinville Real Estate for Sale by price neighborhood, style or schools. Visit  Woodinville Condos for Sale to see all Woodinville Condominiums For Sale. Visit Hollywood Hill Woodinville Homes For Sale to see other Homes for sale in Hollywood Hill Woodinville, WA.