Sherwood, OR Real Estate Search

Sherwood, OR Homes between $1,500,000 and $2,000,000 for Sale

The real estate market around Sherwood, OR, offers an impressive selection of luxurious homes that cater to those seeking upscale living in a picturesque suburban setting. These properties often feature spacious floor plans, breathtaking views, and high-end finishes, making them ideal for families and professionals alike. Surrounded by lush landscapes and close proximity to recreational parks, the homes in this area strike a perfect balance between tranquility and accessibility. With excellent schools and a vibrant community atmosphere, Sherwood encourages a lifestyle that combines comfort with convenience, attracting buyers looking for upscale accommodations in a welcoming environment.

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in Sherwood, OR and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Sherwood, OR Homes between $1,500,000 and $2,000,000 for Sale

$1,550,000
4 Beds ⋅ 4 Baths ⋅ 249438488 MLS
This open-concept floor plan is designed for both entertaining and everyday living. The main level features a spacious great room, dining area, guest suite/office, and a private primary suite with laundry in the walk-in closet. The gourmet kitchen is equipped with a large quartz island, Professional Series appliances, and a separate prep space for effortless hosting. Step outside to the covered deck and enjoy sweeping valley views, including a view of Mt. St. Helens. The large, usable backyard offers plenty of room for recreation, gardening, or future outdoor amenities. The daylight basement provides exceptional adaptability with a spacious recreation room, guest bedrooms and additional laundry facilities. A versatile flex room with an attached full bathroom could potentially serve as a studio, attached ADU, or private guest quarters. Thoughtfully designed and beautifully finished, this home offers the perfect blend of comfort, functionality, and flexibility.

23044 SW BYERS LAKE TER, Sherwood
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 614123176 MLS
Collaborate with award-winning local builder Creekside Homes to create the home you've always envisioned in Oregon's wine country. This proposed custom build is ideally suited for a picturesque 3.37-acre homesite in the Willamette Valley, just south of Portland in the city of Sherwood. Adjacent to the 2022 Oregon Wine Country Street of Dreams, this exceptional property captures sweeping valley views and striking vistas of Mt. Hood, providing a spectacular backdrop for your future residence (See video!). Designed with comfort, style, and energy-efficient construction in mind, the home features 9 to 10 foot main-level ceilings, a high-efficiency heating system, modern trim details, and a gas fireplace with a custom mantel and tile or stone surround. The spacious primary suite offers a walk-in closet and a beautifully appointed bath with tile finishes, while the gourmet kitchen showcases quartz slab countertops, a full-height backsplash, custom cabinetry, stainless steel appliances, and, on many plans, a walk-in pantry. Nestled within the coveted Chehalem Mountains, a premier wine-growing region known for its vineyards and rolling hills, the property offers both natural beauty and a distinct sense of place. Ideally located near the towns of Newberg and Sherwood, you'll enjoy access to award-winning restaurants, boutique shopping, wineries, tasting rooms, and local coffee shops just minutes from home. Renderings are for illustration purposes only and subject to change.

NE Mountain Home RD, Sherwood
$1,999,000
5 Beds ⋅ 3 Baths ⋅ 280880316 MLS
Set on more than 14 private acres with year-round creek frontage, this exceptional estate offers a rare combination of luxury, privacy, and natural beauty. Thoughtfully remodeled from top to bottom, the nearly 4,000-square-foot residence delivers an elevated lifestyle where every detail has been carefully considered.Inside, sophisticated finishes blend seamlessly with warm, inviting spaces. The beautifully renovated kitchen features quartz countertops, all-new appliances, and an open design that makes everyday living and entertaining effortless. Renovated bathrooms, new flooring and carpet throughout, and two new dual-zoned HVAC systems provide comfort, efficiency, and timeless style.Designed for flexibility, the home offers a true multi-generational layout with a full secondary kitchen and private upstairs living space. Whether for extended family, guests, or a dedicated home office, the floor plan adapts to the way you live.The property’s most unforgettable feature is the newly built creekside cabin. Reached by private trails that wind through the landscape, this remarkable retreat includes a metal roof, wood-burning stove, private deck, and fire pit overlooking the water. It’s the perfect setting for morning coffee, quiet evenings by the fire, creative inspiration, or hosting guests in a setting they’ll never forget.Outside, the experience continues with a rebuilt entertaining deck, a commercial-grade asphalt driveway, two barns—including one with water and electricity—valuable water rights, and a timber tax deferral. The acreage offers endless opportunities to explore, garden, create, or simply enjoy the peace and privacy that are increasingly difficult to find.This is more than a beautifully remodeled home—it’s a property that offers a lifestyle few can replicate. Combining modern luxury, exceptional versatility, and an extraordinary natural setting, it is the kind of place that must be experienced in person to truly appreciate.

30545 SW LADD HILL RD, Sherwood
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 216610265 MLS
Nestled on 2.86 acres in Oregon Wine Country, this property offers a rare opportunity to fully customize your dream home with award-winning Street of Dreams builder Del Boca Vista LLC. Located in Yamhill County with a Sherwood address, the setting captures beautiful territorial views, privacy, and the relaxed feel of Wine Country living.The proposed home features a thoughtfully designed Mascord floorplan with vaulted living spaces, main-level primary suite, bonus room, shop space, and seamless indoor-outdoor flow. Buyers will have the opportunity to personalize finishes and design selections from start to finish.Just minutes to Sherwood, Newberg, wineries, and golf, this is a chance to create a one-of-a-kind custom home in one of the area’s most desirable locations. Plans and prices subject to change. Listing agent related to seller. Property Taxes not yet assessed.

NE LEANDER LOT B, Sherwood
$1,995,000
5 Beds ⋅ 3 Baths ⋅ 438858500 MLS
Back on the market through no fault of the home! A clean inspection report is available upon request. Sitting on nearly two private acres with direct access to surrounding forested trails, this exceptional estate offers a rare blend of scale, privacy, and elevated Northwest living. A circular drive creates a grand arrival, leading into soaring 14-foot ceilings, walls of windows, and a dramatic floor-to-ceiling stone fireplace that anchor the main living spaces with both warmth and presence. The chef’s kitchen is fully equipped with Sub-Zero and Wolf appliances, double ovens, prep sink, walk-in pantry, and an oversized eat bar, designed for both everyday living and effortless entertaining. A main-level bedroom with en suite provides flexibility, while the upper-level primary suite is a true showpiece, featuring a private balcony, double-sided fireplace, and a striking, spa-level bath with a jetted soaking tub designed for two and a triple-head shower, along with an expansive walk-in closet. The lower level offers additional living space with a separate entrance, generous storage, and ideal potential for a wine cellar or expanded suite with room to convert the existing half bath to a full. Outdoor living is exceptional, featuring a massive patio with a dramatic stone fireplace, built-in kitchen, dedicated garden with raised beds, beautifully landscaped yard, and storage shed. A full-house Generac generator, smart home features, central vac, custom built-ins, and a striking entry with water feature complete this one-of-a-kind offering.

18421 SW SALMONBERRY DR, Sherwood
$1,649,000
3 Beds ⋅ 2 Baths ⋅ 726255712 MLS
Experience the ultimate in rural living at this stunning custom estate, perfectly positioned on 5 completely usable acres. This home blends refined country living with timeless craftsmanship, featuring a gourmet kitchen with granite countertops, a copper sink, hardwood floors, and premium woodwork throughout. Enjoy three fireplaces, formal living and dining rooms, and a dramatic two-story family room that anchors the home with warmth and grandeur.From the dual staircase, you’ll find a serene primary suite with its own cozy fireplace, separate closets, and a spacious bathroom with a jetted soaking tub, picture window and spa vibes. Two additional bedrooms share a dual-sink bathroom, and a generous bonus room offers flexible space for work, play, or relaxation. Nearly every room captures a picturesque view, creating a sense of calm and connection to the land.Unwind on the wrap-around porch as the sun sets, stay comfortable year-round with AC, and appreciate the paved circular driveway and oversized three-car garage with high ceilings and abundant natural light. For added peace of mind, the home is equipped with a whole-home sprinkler system.Bring your animals home to the 24x32 barn, complete with space to customize two stalls—ideal for horses or hobby farming. The large pastures are cross-fenced with durable vinyl fencing, offering both beauty and functionality.A rare opportunity to embrace rural elegance without compromise.

21550 SW MOUNTAIN HOME RD, Sherwood
$1,649,000
3 Beds ⋅ 3 Baths ⋅ 532572887 MLS
Brand new proposed acreage home, built by a local reputable builder, and nestled in Sherwood’s Scenic Mountain Home Area. Experience the pinnacle of Pacific Northwest living on this 4.01-acre homesite. This thoughtfully designed Shasta XXL plan offers ~3,756 sq ft of elegant architecture and flexible living. The main level features a soaring 12-ft ceiling Great Room, a gourmet kitchen with slab quartz and a butler’s pantry, and a luxurious Main-Floor Primary Suite with a spa-inspired bath. The upper level provides unmatched versatility with a massive bonus/media room, additional bedroom, and full bath—perfect for multi-generational living or a premium home office. Nestled in the heart of Oregon’s Wine Country, enjoy rolling territorial views and world-class vineyards just minutes away, all while maintaining a convenient "back-road" commute to the Silicon Forest and Sherwood’s top-rated schools. Buyers still have time to personalize finishes in our 5,000-sq-ft design studio. Disclaimer: Listing photos are of a similar home recently completed by the builder and may show upgraded features not included in the base price. Property is currently vacant land. Construction has not yet commenced. Taxes not assessed yet.

21272 SW Mountain Home RD, Sherwood
$1,800,000
4 Beds ⋅ 3 Baths ⋅ 517969183 MLS
Exceptional ~36.5 acre equestrian property in a prime location, currently operating as a horse boarding facility with extensive equestrian amenities already in place. The impressive barn features a new roof and 8 total stalls, including 6 walk-out paddock stalls and 2 indoor stalls convertible to a foaling stall. Additional amenities include a horse wash station, tack-up area, and a tack room featuring a half bath and convenient sink and refrigerator area.Train year-round in the oversized 72’ x 198’ indoor dressage arena, complemented by a new 20-meter round pen. The property also includes a hay & shavings barn, additional 2 stall barn, large workshop, storage shed, and a 3-car carport. Fenced and cross-fenced with areas of newer fencing, plus ample turnarounds for trailers, this setup is ideal for boarding, training, or private use.The land itself is equally special, spanning approximately 36.48 acres and offering a pond, creek, and expansive open acreage with flexibility for future agricultural use, pasture, or personal farming, creating a peaceful and functional farm setting. The property consists of two tax lots and is conveniently located with an easy drive to Sherwood, Wilsonville, or Newberg, along with great nearby school options.The 3,324 sqft 4-bedroom, 3-bath home features a full basement providing additional living space, extra bedrooms, a sauna, and flexible use options. The finished basement is mid-remodel, with new lighting already installed and ready for your finishing touches. New heat pump installed in 2023. Upstairs, enjoy newer stainless steel appliances, granite countertops, laminate flooring, and a converted garage for extra living space.A rare opportunity to own a well-appointed equestrian property in a highly desirable location. More photos, property video, and 3D Tour available; visit the Virtual Tours.

29971 SW LADD HILL RD, Sherwood
$1,599,000
4 Beds ⋅ 4 Baths ⋅ 762893847 MLS
In a market where you can’t easily buy prime view property and build a multigenerational home at this price point, this one stands out! Perched atop one of Sherwood Wine Country's most coveted hilltop settings with Mt. Hood and valley views, this custom daylight ranch estate delivers an extraordinary combination of scale, privacy, and versatility on a premier 1.5-acre lot at the end of a private drive, representing the most compelling value-per-square-foot in the 97140 luxury market. Thoughtfully designed for modern living, the home offers a rare multigenerational floor plan with up to three independent living quarters, each with private spaces and full baths. The flexible layout is also ideal, accommodating a guest wing, home office, or private studio. The main level impresses with soaring vaulted ceilings, formal dining, and a gourmet kitchen that flows effortlessly to expansive patios, where sweeping Yamhill Valley and vineyard vistas stretch to the horizon.You'll also find generous living spaces, an elevated primary suite, and additional bedrooms here.The lower level is an entertainer's sanctuary, complete with a bedroom suite, dedicated wine cellar, sauna, and wet bar, a natural complement to the world-class wineries just minutes away. The massive 6-car tandem garage with mower access provides unmatched utility for the collector or hobbyist of any kind. Additional highlights include ADA-friendly features, newer high-efficiency HVAC systems, 50 year tile roof, ensuring longevity, comfort and accessibility at every turn. Whether you're envisioning a private estate, a multigenerational compound, or a luxurious retreat, this hilltop masterpiece offers the canvas and the footprint to bring that vision to life.Quiet. Private. Unmistakably Oregon. Just minutes from the Allison Inn and Spa, along with some the finest vineyards and wineries the Willamette Valley has to offer. Opportunity and views this good shouldn't wait. And neither should you.

30525 NE CANTER LN, Sherwood
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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.