Sherwood Homes with Custom Style

Welcome to Sherwood, Oregon – a charming city that beautifully blends small-town warmth with modern conveniences. Nestled in the picturesque Tualatin Valley, Sherwood is known for its lush landscapes, vibrant community spirit, and a plethora of outdoor activities. With its close proximity to Portland, residents enjoy easy access to urban amenities while relishing the tranquility of suburban life.

Sherwood boasts a rich history, reflected in its quaint downtown area filled with unique shops, delightful eateries, and local art galleries. The city is also famous for its annual events, such as the Sherwood Robin Hood Festival, which celebrates the town's heritage and fosters community connections. Families will appreciate the top-rated schools and abundant parks, making it an ideal place to raise children.

One of the most alluring aspects of Sherwood is its diverse selection of homes, particularly those with custom styles that cater to a variety of tastes. Whether you're seeking a cozy craftsman bungalow or a sleek modern masterpiece, Sherwood’s real estate market offers homes that reflect individuality and craftsmanship. Many properties feature stunning architectural details, spacious layouts, and beautifully landscaped yards, providing the perfect backdrop for creating cherished memories.

In Sherwood, you’ll find not just a house, but a place to call home. With its welcoming community, beautiful surroundings, and unique homes, Sherwood is the perfect destination for those looking to embrace the best of Oregon living. Come and discover the charm of Sherwood – where your dream home awaits!

Newest Sherwood Homes with Custom Style

$1,300,000

4 Beds ⋅ 2 Baths ⋅ 576346725 MLS

Exceptional Equestrian Facility with Multiple Residences, Income Potential & Assumable 3.875% Mortgage! First time available in 30+ years! This thoughtfully designed equestrian property provides an outstanding combination of comfortable country living, extensive horse facilities, beautiful views, and additional living/income opportunities. The spacious custom-built main home was intentionally positioned to capture mountain and valley views while maintaining a close connection to the horses. Inside are bright, generously sized rooms with high ceilings, wide doors and hallways, largely ADA-accessible design. Four spacious bedrooms, a large office, kitchen with beautiful granite plus a dual-sided fireplace which serves both the family and living room. In addition to the main residence, the property includes a second dwelling ideal for extended family, guests, or rental income. A large office within the barn was converted to caretaker quarters, providing another flexible living or income-producing space. The equestrian improvements are extensive and feature both a 70'x140' outdoor arena and 60' x 60' indoor arena, along with 11 indoor stalls, several with attached outdoor runs. Additional amenities include a tack room/trophy room, full bathroom, wash rack, and 60'x50' loft. Turnout pastures surround the homes on three sides with convenient direct access to them from the arena creating an efficient and exceptionally functional setup for everyday horse care, training, or a professional operation. Pastures, open fields, and sweeping mountain and valley views surround the residences, offering a setting that is as attractive for the owners as it is practical for the horses. The $420,000 mortgage (approx) at 3.875% interest is assumable for a qualified buyer. The adjoining 19+ acres (separate ownership) may be available for purchase, providing the opportunity to create a larger equine facility.

26280 SW BAKER RD, Sherwood

$1,190,000

3 Beds ⋅ 2 Baths ⋅ 532087603 MLS

Beautiful custom chalet surrounded by acres of lush, living forest in the heart of Sherwood wine country.Filled with warmth, character, and one-of-a-kind details. Soaring ceilings, generous living spaces, custom tile fireplaces, hand-painted ceramic sinks, and designer wallpaper accents reflect the thought and craftsmanship found throughout the home.Three levels of living space include two primary suites, one with its own private entrance—ideal for multi-generational living or guests. An indoor jetted pool offers year-round enjoyment, while the open floor plan balances expansive gathering spaces with quieter, more intimate rooms.Mature trees, ferns, and abundant greenery surround the home, giving the property a remarkable sense of life and a feeling of being nested within the forest. Large windows draw that landscape indoors, keeping the changing light, trees, and natural surroundings present throughout the home.Lovingly cared for by its original owner and topped with a new roof, the home sits among the rolling hills and vineyards of Oregon wine country—a distinctive Craftsman where thoughtful architecture and the lush Willamette Valley landscape feel naturally intertwined. Top of driveway with water and electricity for shed or carport. No sign on road. GPS leads to right of driveway access.

22560 SW CHAPMAN RD, Sherwood

$1,720,000

5 Beds ⋅ 5 Baths ⋅ 598541700 MLS

Set behind the gates of coveted Parrett Mountain View Estates, this exceptional property offers the space, privacy and lifestyle that make The Estates so special. A dramatic curved staircase, soaring 20-foot ceilings and walls of windows make an unforgettable first impression, while extensive built-ins and thoughtful details carry throughout the home. The beautifully equipped kitchen features Sub-Zero refrigeration, double ovens, a six-burner range and an impressive walk-in pantry, while the adjacent wet bar features a built-in Bosch coffee system, sink and abundant storage. The main-level primary suite is a private escape with outdoor access, a double-sided fireplace, spa-like bath and expansive custom closet. Upstairs, multiple generous ensuite bedrooms and a dedicated exercise room provide total flexibility. One of the home’s best surprises is tucked away behind a bookcase, where a spiral staircase leads to a private lower-level theater, bar and half bath. Outside, three decks, a new hot tub, bocce court, greenhouse, garden, fire pit and wooded trails create endless ways to enjoy the 1.39-acre setting. A 6+ car garage, 22 kW generator and EV-ready service make this estate as functional as it is memorable. Beyond the property, The Estates encompasses 330 acres, with 215 acres preserved in their natural state as open habitat. Miles of trails offer endless opportunities to explore and enjoy a setting that feels worlds away, yet is just minutes from downtown Sherwood.

26354 SW LABROUSSE RD, Sherwood

$530,000

4 Beds ⋅ 2 Baths ⋅ 485636418 MLS

Just minutes from Murdock City Park, this sweet home includes many features that are rare in this price point! Starting with the exterior, you will love hosting your family and friends in your PRIVATE, fenced backyard with mature landscaping, lots of level grass areas, 2 sheds, OUTDOOR LIVING space includes a 14x28 DECK with a 14x13 GAZEBO! NEWER ROOF was a total tear off in 2022: 6 year workmanship and 26 year manufacturer’s TRANSFERRABLE WARRANTY still remain! Heading inside, the living, dining and kitchen have laminate flooring. Updated kitchen includes pantry, lots of cabinets, plenty of counter space, stainless steel appliances (all included), additional closet/storage! Updated hall bathroom with tile floor and tub/shower combo. Primary bedroom has access to backyard. 2nd Primary: MOTHER-IN-LAW-SUITE designed with ADA features, private entrance, tile floor. Solid surface flooring and double-pane VINYL MILGARD WINDOWS throughout! 1-LEVEL LIVABILITY, but there are a few stairs to access 3 beds and hall bath. Passing sewer and radon inspections when purchased in 2024! Plumbing is a mix of copper, PEX and ABS. Electrical 150 amp service with copper wiring. Cul-de-sac! Lovingly cared for! Ready and waiting for YOU!

14605 SW MAY CT, Sherwood

$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

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 408982990 MLS

Welcome to Moser Pass at Denali, Sherwood's newest luxury community by award winning JT Roth Construction. This thoughtfully designed 3,370 square foot home offers the perfect blend of timeless architecture, modern comfort, and the exceptional craftsmanship that has made JT Roth one of the area's premier builders. Completion date approx. End OF November still time to select finishesThe main level was designed for everyday living with soaring ceilings, expansive windows, and an open concept great room that seamlessly connects to the gourmet kitchen and covered outdoor living space, making entertaining effortless year round. A private office near the entry provides the perfect work from home space, while the spacious primary suite on the main level creates a peaceful retreat complete with a spa inspired bath and generous walk in closet with direct access to the laundry room.Upstairs you'll find two additional bedrooms, each with its own walk in closet, a full bath, and an oversized bonus room that offers endless possibilities for movie nights, a playroom, fitness space, or second living area.Situated in the final phase of the highly sought after Denali community, Moser Pass offers luxury living surrounded by natural beauty while remaining just minutes from Sherwood's charming downtown, award winning schools, parks, wineries, and everyday conveniences.Built by JT Roth Construction, known for their quality craftsmanship and attention to detail, this home is more than just beautiful. It is designed to be lived in. Every finish has been carefully selected to create a home that is both elegant and functional.Come experience why so many buyers have chosen to call Denali home. This is your opportunity to own a brand new luxury home in one of Sherwood's most desirable neighborhoods.

22950 SW Curry Ridge DR, Sherwood

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 184032730 MLS

Experience luxury living in this spectacular 5,500+ square foot Tuscan Villa on nearly 1.5 acres in the heart of Oregon's renowned Willamette Valley wine country. Located in the exclusive gated community of Parrett Mountain View Estates, this one-owner custom home captures breathtaking panoramic views from nearly every room. A dramatic two-story entry with a sweeping curved staircase welcomes you inside, where exceptional craftsmanship shines through custom millwork, arched doorways, built-ins, and architectural niches. The chef's kitchen is designed for entertaining with travertine floors, granite countertops, a Viking Professional refrigerator and freezer, double ovens, a 6-burner gas range, and abundant workspace. Walls of windows and soaring ceilings fill the home with natural light while showcasing the incredible views. The formal dining room features double crown molding and wainscoting, while the private office offers floor-to-ceiling cherry wood paneling, custom built-ins, and French doors. The luxurious primary suite is a true retreat with coffered ceilings, crown molding, a private sitting area with fireplace, and stunning valley views. The spa-inspired bath includes a jetted tub, dual-head tile shower, double vanity, skylights, and a spacious walk-in closet. Generously sized secondary bedrooms feature Jack-and-Jill baths, including one with a walk-in closet. The upper level is built for entertaining with a dedicated media room complete with custom drapes, projection screen, and included audio/video equipment, plus a wet bar and full bath—ideal for guests or multigenerational living. Additional amenities include three gas fireplaces, surround sound, central vacuum, ground-mounted solar panels, and a four-car garage with a car lift. Step outside to multiple patios perfectly positioned to capture the sweeping views, a custom wood-burning outdoor fireplace, and a private basketball/sport court. Zillow Users: Please visit Realtor.com for 3D.

18011 SW HUCKLEBERRY CT, Sherwood

$2,399,000

7 Beds ⋅ 6 Baths ⋅ 384943534 MLS

Experience the Pacific NW at its best on this extraordinary 19.9-acre private estate. Set behind a stately wrought-iron gate and accessed by a vineyard-lined drive, the property showcases a rare blend of elegance, recreation, and multi-generational living. This custom craftsman home is designed for both grand entertaining and everyday comfort, featuring expansive living spaces, vaulted ceilings, abundant natural light, multiple fireplaces, Brazilian Cherry floors, professional-grade appliances, and sweeping countryside views from every level. The luxurious primary suite serves as a private retreat, featuring its own foyer, coffee station, fireplace, balcony, spa-inspired bath with marble floors, a soaking tub, and an oversized walk-in closet. The walk-out lower level is dedicated to recreation and wellness, offering a large family room, media and game area, exercise room, professional-grade cedar sauna, wine cellar, and flexible space currently used as a recording studio. Outdoor living centers around a spectacular 40,000-gallon Neptune pool, covered deck areas, and panoramic views. A thoughtfully designed flexible or multi-generational living wing provides approximately 2,000 Sq. Ft. of additional living space with 3 bedrooms, 2 baths, office, full kitchen, living room, private entrances, attached garage, and its own outdoor deck, overlooking the pool and forested views. The estate grounds are a destination unto themselves, showcasing professionally landscaped gardens, a dramatic koi pond with cascading water features and oversized boulders, a custom greenhouse with water, power, a circular drive, extensive exterior lighting, and a 19-zone irrigation system. Modern conveniences include 3 heat pumps, 5 climate-controlled zones, an Aquatherm heat exchanger, a high-flow well, and a home security system. This exceptional offering combines privacy, luxury, and comfort on nearly 20 acres in the Chehalem Mountain AVA of Oregon Wine Country.

21029 SW LeBeau RD, Sherwood

$975,000

4 Beds ⋅ 3 Baths ⋅ 536091895 MLS

Welcome to The Cedar (situated on Lot 7), a distinct and elegant luxury build within the exclusive enclave, Brookman Place. One of only nine curated luxury residences in a community unlike anything else in Sherwood's newest development corridor.This 2026-build (under construction) offers approximately 2,790 sqft of thoughtfully designed and elevated living space across 4 bedrooms, 3.1 bathrooms, and a 2-car garage. The Cedar's exterior makes an immediate statement with its smooth, European-inspired facade in warm off-white tones, deep contrasting black trim, bold black-framed windows, and a signature arched front entry that sets this home apart from the street. Inside, light and airy natural tones and curated finishes create a living environment that feels both elevated and effortlessly livable. A beautifully appointed kitchen with designer pendants, slab countertops, and elevated cabinetry... a generous family room with a dramatic fireplace, a serene primary suite, and a spa-inspired primary bathroom with walk-in shower and double vanity. Thoughtfully scaled, spacious, and designed to keep the focus where it belongs - on the craftsmanship, finishes, and the way an elevated home feels to live in. Built and designed by Verta GC, every detail is considered and every finish is deliberate. The Cedar has a look and feel distinctly all its own. This luxury enclave, Brookman Place, sits where Sherwood's newest addresses meet the quiet edge of Oregon wine country. Top-rated schools, sought-after neighborhoods, beautiful parks, and access to the region's leading employers. A community people arrive at intentionally and rarely leave. Close enough to everything. Far enough to breathe. Now accepting reservations on 9 exceptional homes. Now reserving at Brookman Place in Sherwood, Oregon. Design information for each lot is available upon request. Buyers are encouraged to verify renderings, floor plans, features, and finishes, which are subject to change.

17682 SW WAPATO ISLAND DR, Sherwood

$1,025,000

4 Beds ⋅ 2 Baths ⋅ 437497783 MLS

Welcome to The Maple (situated on Lot 10), a distinct and elegant luxury build within the exclusive enclave, Brookman Place. One of only nine curated luxury residences in a community unlike anything else in Sherwood's newest development corridor. This 2026-build, currently under construction, offers a thoughtfully designed layout with 4 bedrooms, a loft, and a 2-car garage. The Maple's exterior makes an immediate statement with timeless brick detailing, Hardie board cladding, deep contrasting trim, and bold black-framed windows that create a refined architectural presence from the street.Inside, warm and transitional design elements create a living environment that feels both elevated and effortlessly livable. A beautifully appointed kitchen opens to the great room and dining area, while the loft creates an inviting upper level lounge area, ideal for a media space, home office, or quiet retreat. A large outdoor patio extends the living experience beyond the interior, creating an ideal setting for entertaining or quiet evenings at home. Built and designed by Verta GC, every detail is considered and every finish is deliberate. The Maple has a look and feel distinctly all its own. Brookman Place sits where Sherwood's newest addresses meet the quiet edge of Oregon wine country, with access to top-rated schools, parks, sought-after neighborhoods, and the region's leading employers. Now reserving at Brookman Place in Sherwood, Oregon. Design information for each lot is available upon request. Buyers are encouraged to verify renderings, floor plans, features, and finishes, which are subject to change.

17636 SW WAPATO ISLAND DR, Sherwood

$4,875,000

5 Beds ⋅ 4 Baths ⋅ 454208580 MLS

Five Peaks Farm — an exquisitely crafted custom Georgian estate sited on 31.79 pristine acres with sweeping 280° vistas of five mountain peaks and glittering city lights. The 8,028sqft residence greets you with a gracious foyer and offers timeless elegance throughout: a main level primary en suite, an impressive office, grand living room, formal dining and kitchen with butler’s station — all opening via walls of windows to multiple patios that capture the territorial panoramas. Interior appointments include rich hardwood floors, vaulted ceilings, wainscoting, six fireplaces, a library/study with a southern style balcony, dedicated theatre, exercise suite with steam and sauna, and high tech security systems. Dual staircases rise to the upstairs wings at either end of the home, while a separate staircase descends to the lower level entertainment spaces featuring a theatre, game room, kitchenette, gym, workshop and abundant storage. Exquisite brickwork and master craftsmanship complete the residence. Outdoors is resort caliber living and entertaining: expansive terraces, a pool with pool house and Island Spa hot tub, in ground trampoline, sand volleyball and tennis courts, plus monkey bars and swing play features—perfect for events, family gatherings and friend filled weekends across the vast, maturely landscaped grounds. Equestrian facilities are exceptional: an oversized Kentucky style barn with grain and tack rooms, storage and four stalls with covered runs, multiple large fenced and cross fenced turnouts, and direct access to on site riding trails. Practical amenities include an oversized detached garage with pull through doors, extensive operational space and the property’s current farm deferral status. Tucked privately off the road yet conveniently located in the top rated Sherwood school district with easy access to Sherwood, Wilsonville, Newberg and the I 5/I 205 corridors, Five Peaks Farm blends privacy, panoramic beauty, top tier infrastructure and lifestyle.

14161 SW TOOZE RD, 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

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