Sherwood Homes with Trees/Woods View

Country living meets thoughtful design on just over 2.5 acres in Sherwood, with beautiful scenery, mature landscaping, flagstone pathways and a timbered backdrop. An oversized driveway offers parking for approximately six vehicles in addition to the three-car garage with extra storage. A covered front porch and stone accents create an inviting arrival.Inside, hardwood floors, tall ceilings and expansive windows fill the home with natural light. Just off the entry, a dedicated office offers flexible guest space with a nearby half bath and coat closet. A recessed entry alcove provides the perfect place for a statement console, built-in or drop zone.The spacious great room features dramatic coffered ceilings and flows into the formal dining area, kitchen and nook, where abundant custom cabinetry, generous counter space and a nearby mudroom/laundry room make everyday living easier. From here, a large back deck extends living outdoors, overlooking the expansive backyard, barn and timbered backdrop.The main-level primary suite is a standout, with tall ceilings, walls of windows and peaceful views. The private bath includes tile floors, quartz counters, dual sinks, extensive cabinetry, a soaking tub, tiled shower and large walk-in closet.Downstairs, the daylight basement offers two additional bedrooms, a full bathroom, a large bonus or family room, added storage, a sliding door to the lower deck and backyard, and a generously sized wet-bar with a wine-fridge, plenty of cabinetry and counter space, making hosting and everyday living effortless.Outside, enjoy the expansive acreage, mature front landscaping, large backyard and versatile barn, ideal for storage, hobbies or future possibilities. Gently lived in and beautifully maintained, this Craftsman home in Sherwood still feels remarkably new and is move-in ready.

22822 SW CHAPMAN RD, Sherwood

$714,900

3 Beds ⋅ 2 Baths ⋅ 267874294 MLS

Fall in love with this charming, beautifully maintained family home in the quiet, tree-lined Crestwood Heights neighborhood. Situated on a quiet cul-de-sac and an oversized lot in the heart of Sherwood, this 3-bedroom, 2.5-bath home offers 2,512 SQFT of thoughtfully designed living space. From the moment you arrive, you’ll appreciate the home’s welcoming presence, natural light provided by large windows throughout, mature landscaping, and peaceful setting. The main level features a spacious primary suite with French doors, a jetted soaking tub, walk-in shower, and generous walk-in closet. The bright kitchen includes a corner sink with large windows, offering views of the surrounding greenery. A spacious pantry and stainless-steel appliances add both style and practicality. Flowing seamlessly from the kitchen, the dedicated dining area and living room creates an ideal space for gathering with family and friends all with vaulted ceilings and a cozy gas fireplace. Just off the main living area, a separate office with French doors and a vaulted ceiling offers the perfect setting for working from home, or a quiet reading space. The lower level is ideal for entertaining. A large great room equipped with built-in bar, provides ample space for movie nights, game days, or hosting guests, with direct access to the covered deck and hot tub. Two additional bedrooms and a separate family room offering comfort and privacy. Outside, the fully fenced yard is surrounded by mature trees and shrubs that create a sense of privacy and tranquility. An impressive 1,300 square feet of deck space provides multiple areas for outdoor gatherings and neighborhood views. Additional features include coveted RV & boat parking, providing room for all your recreational vehicles with no HOA. Conveniently located near local parks, schools, shopping, and major commuter routes, this welcoming home offers the perfect balance of neighborhood charm, everyday convenience and a prime Sherwood location.

15929 SW ORIOLE CT, Sherwood

$1,300,000

211787049 MLS

Exceptional Equestrian Facility with Multiple Residences, Equine Income Potential & Assumable 3.875% Mortgage! First time available in 30+ years! Thoughtfully designed equestrian property provides an outstanding combination of comfortable country living, extensive horse facilities, and beautiful views. 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 home being used for extended family (not a legal dwelling). A large office within the barn was converted to caretaker quarters providing flexible living space (not a legal dwelling). 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 may be assumable (for qualified buyer) who would need to bring the balance to closing. Neighbor said they will sell the adjoining 19+ acres and anticipates listing it at $1 million. Purchasing both would create a much larger equine facility.

26280 SW BAKER RD, Sherwood

$1,300,000

4 Beds ⋅ 2 Baths ⋅ 576346725 MLS

Exceptional Equestrian Facility with Multiple Residences, Equine Income Potential & Assumable 3.875% Mortgage! First time available in 30+ years! Thoughtfully designed equestrian property provides an outstanding combination of comfortable country living, extensive horse facilities, and beautiful views. 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 home being used for extended family (not a legal dwelling). A large office within the barn was converted to caretaker quarters providing flexible living space (not a legal dwelling). 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 may be assumable (for qualified buyer) who would need to bring the balance to closing. Neighbor said they will sell the adjoining 19+ acres and anticipates listing it at $1 million. Purchasing both would create a much 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

$899,900

509206570 MLS

Rare Sherwood Fourplex Opportunity! Unlock the potential of a four-unit multifamily property offering the flexibility & income potential savvy buyers and investors seek. Situated on a corner lot with a large yard and open, paved parking spaces, this property offers valuable exterior amenities that enhance tenant appeal and everyday functionality. With all four units on one level, this property provides a practical layout for tenants, easier maintenance & strong long-term appeal. Whether you're looking to expand your investment portfolio, establish a reliable income-producing asset, or explore owner-occupant possibilities, this fourplex presents an excellent opportunity in desirable Sherwood. The individual units offer functional living spaces including fireplace, W/D hookups, carpet & vinyl flooring, while the property as a whole provides the benefits of diversified rental income under one roof. Located in a convenient Sherwood setting, residents enjoy easy access to shopping, dining, parks, schools, employment centers & everyday amenities. Nearby major routes provide connectivity throughout the Portland metro area & wine country. Sherwood's strong community appeal and proximity to the Tualatin, Tigard, Newberg & Wilsonville areas make it an attractive location for renters & investors alike. Investor highlights: four separate units, single-level configuration, potential for multiple income streams, manageable property footprint, and a desirable suburban location. A compelling opportunity to acquire a multifamily asset in one of the area's sought-after communities. Bring your investment strategy and explore the possibilities!

15991 SW SUNSET CT, Sherwood

$930,000

5 Beds ⋅ 2 Baths ⋅ 272686823 MLS

Discover the exceptional lifestyle awaiting you at this beautifully crafted home in one of Sherwood’s most desirable neighborhoods. Featuring 5 bedrooms, 2.5 bathrooms, and an impressive 3,040 square feet, this home delivers the space, quality, and setting you have been searching for.From the moment you arrive, the presence of quality craftsmanship is unmistakable. The thoughtfully designed floor plan creates an effortless balance between elegant entertaining spaces and comfortable everyday living. Generous windows invite natural light throughout the home while offering a serene connection to the lush green space beyond. The backyard becomes a private retreat—an ideal setting for morning coffee, evening gatherings, or simply unwinding at the end of the day.The expansive living areas provide plenty of room to gather, and the kitchen has the features to meet your every need, including gleaming granite countertops, quality cabinetry, dual built-in ovens, and a large walk-in pantry. Five well-appointed bedrooms, including 1 on the main level, offer exceptional flexibility for guests, work-from-home needs, hobbies, or growing households. The primary suite provides a peaceful escape and room to unwind, with a large soaking tub, walk-in shower, dual vanities, and spacious walk-in closet.Situated in a wonderful neighborhood with an enviable Sherwood location, you'll enjoy easy access to parks, schools, shopping, dining, recreation, and everyday conveniences.And with the highly sought-after Sherwood School District, this is more than a beautiful home—it’s an opportunity to enjoy a lifestyle defined by comfort, community, privacy, and convenience. Homes offering this combination of size, quality, and location, are truly can't miss!

21149 SW NURSERY WAY, Sherwood

$950,000

4 Beds ⋅ 3 Baths ⋅ 326528491 MLS

Your Private Retreat - Without Sacrificing a Thing. Tucked away on a serene stretch of SW Rein Road, this 4-bedroom Sherwood gem delivers the rare combination every buyer is searching for: sweeping open-concept living, genuine privacy, and the kind of bones that invite you to make it entirely your own.Step inside and feel the space open up before you. The expansive, light-filled floor plan flows effortlessly from living to dining to kitchen — ideal for everyday family life and equally made for entertaining. Whether you're hosting a holiday gathering or a casual weekend get-together, there's room for everyone and every occasion.Four bedrooms provide the flexibility modern families demand, while generous family and flex spaces give you options most homes simply can't offer — a home office, a playroom, a media room, a gym. This is a property that grows with you.And the canvas? It's ready. With meaningful room to upgrade, customize, and personalize throughout, you can move in on your own terms and build value your way — at your own pace, to your own taste.Step outside and breathe. Surrounded by natural beauty and shielded from the noise of the world, the privacy here is palpable. Yet you're just minutes from Sherwood's charming downtown, top-rated schools, shopping, dining, and easy freeway access — close enough to everything, far enough from everyone.Peace, potential, and plenty of space. This is the one.

25800 SW REIN RD, Sherwood

$535,000

3 Beds ⋅ 2 Baths ⋅ 391675251 MLS

This rare and spacious one-level home is located on a quiet cul-de-sac just down the street from Pioneer City Park. Features 3-bedrooms, 2-bath with 1,611 sq ft of living space, an oversized 506 sq ft garage and a generous lot with a fully fenced, level backyard. With just one shared wall along the secondary bedrooms, the home offers exceptional privacy and a layout that lives much like a detached residence. Inside, vaulted ceilings, skylights and abundant natural light create a bright, open feel. Laminate flooring flows through the home, where the open-concept kitchen and living room are anchored by an expansive island with plenty of room for gathering, dining and everyday living. The primary suite features vaulted ceilings, a gas fireplace, walk-in closet and private bath with a jetted soaking tub and large skylight. Ample storage and built-ins throughout adds everyday functionality. Outside, enjoy a large, low-maintenance backyard with a paver patio, firepit, TUFF Shed, and gated RV parking. Move-in ready with major updates already complete. Recent improvements include a new roof in 2025, new HVAC system in 2024 with maintenance completed this summer on the AC, new sump pump in 2025 and a completely redone crawl space and moisture barrier in 2025. All kitchen appliances, washer/dryer, garage freezer, and 5-piece outdoor patio set included. Convenient access to shopping, dining, retail, Sherwood school district, and major routes through Sherwood, this home combines space, functionality and a convenient location.

20763 SW NETTLE PL, 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

$858,000

3 Beds ⋅ 2 Baths ⋅ 319374219 MLS

Located in a desirable Sherwood location directly across from Snyder Park, this spacious home sits on an impressive .93 acre flag lot offering privacy, flexibility, and incredible potential. Ready for your personal touches, this property provides a wonderful opportunity to create the home you’ve been envisioning.Step inside to a welcoming great room style layout filled with natural light from a dramatic wall of windows. The vaulted living and dining areas feature a gas fireplace, creating a comfortable gathering space. The kitchen offers an undermount sink, abundant cabinetry and countertop space, pantry, built-in desk, and breakfast bar, with an easy flow into the vaulted family room.A slider leads from the family room to the covered deck, creating an ideal space for outdoor dining, entertaining, or simply enjoying the peaceful, private backyard. The spacious loft area features vaulted ceilings, a skylight, and built-ins, offering flexible space for a home office, playroom, media room, or hobby area. The thoughtfully designed single level floor plan includes a generous laundry room, hall bathroom, and three bedrooms, including a vaulted primary suite with a walk-in closet and private bathroom featuring a double vanity and step-in shower.Outside, the expansive .93 acre lot offers multiple levels of yard, a greenhouse, mature landscaping, and a trail leading down to the tool shed. The property previously had a nice backyard water feature, offering an opportunity for the new owners to bring their own vision to the outdoor spaces. A spacious three car garage provides plenty of room for vehicles, storage, hobbies, and more. Additional updates include a newer furnace installed in 2023. With its desirable Sherwood location, generous acreage, flexible living spaces, and tremendous potential, this property is ready for its next chapter.

15329 SW SUNSET BLVD, Sherwood

$1,200,000

3 Beds ⋅ 2 Baths ⋅ 725504472 MLS

A rare opportunity to own a distinctive contemporary home designed by renowned Oregon architect William Fletcher, an influential figure in NW Modernism. Set on 7 private acres just minutes from downtown Sherwood, this special property was thoughtfully designed to connect architecture with its natural surroundings. Vaulted ceilings, an open floor plan and expansive windows fill the home with natural light while framing peaceful views of the pond, sunny pasture and surrounding landscape. Renovated with new cabinetry, quartz countertops, flooring, carpet and lighting, the home feels fresh and current while preserving the architectural character that makes it truly one of a kind. Flexible living spaces include a sunroom, bonus room and loft/studio. Outside, the lifestyle is just as special. Fruit trees, a bass-stocked pond, open pasture, a small barn + shop & 4 car garage. Irrigation water rights add to the property's versatility, with potential for gardens, hobby farming or vineyard. Private and peaceful, yet only 5–10 minutes from downtown Sherwood, shopping and dining, this is more than a home on acreage. It is an opportunity to live surrounded by nature in a piece of Oregon architectural history.

23340 SW KRUGER RD, Sherwood

Sherwood Homes with Trees/Woods View

Newest Sherwood Homes with Trees/Woods View