Sherwood Homes for Sale

Sherwood Homes for Sale

Welcome to Sherwood, Oregon – a charming city that perfectly blends the tranquility of suburban living with the vibrancy of urban amenities. Nestled just southwest of Portland, Sherwood offers a picturesque setting surrounded by lush landscapes, rolling hills, and an abundance of outdoor recreational opportunities. Known for its friendly community atmosphere, excellent schools, and beautiful parks, Sherwood is an ideal place for families, professionals, and retirees alike.

As you explore the homes for sale in Sherwood, you’ll discover a diverse range of properties that cater to various lifestyles and budgets. From cozy single-family homes in welcoming neighborhoods to modern townhouses and spacious estates, there’s something for everyone in this delightful city. Many homes boast stunning views, large backyards, and proximity to local parks and trails, making it easy to enjoy the natural beauty that surrounds you.

Sherwood is also home to a thriving downtown area filled with charming shops, delightful cafes, and a variety of dining options. The city hosts numerous community events throughout the year, fostering a strong sense of belonging among residents. With its convenient access to Portland and the surrounding areas, Sherwood combines the best of both worlds – the peace of suburban life with the excitement of city living.

If you’re considering a move to Sherwood, now is the perfect time to explore the available homes for sale. Let us help you find your dream home in this enchanting city where community spirit and natural beauty come together. Your new adventure awaits in Sherwood, Oregon!

Newest Sherwood Homes for Sale

$549,900
3 Beds 2 Baths 408617974 MLS
Experience effortless single-level living in one of Sherwood’s most sought-after neighborhoods. Thoughtfully refreshed in 2020, this 3-bed, 2-bath home blends modern finishes with a bright, open layout featuring vaulted ceilings, luxury vinyl plank flooring, and a beautifully updated kitchen with granite countertops, ceramic tile, and newer appliances. The living room centers around a gas fireplace, while the spacious primary suite offers a serene retreat with an en-suite bath, walk-in shower, granite surfaces, and a rain-sensor skylight that fills the space with natural light.Every detail has been curated for comfort and longevity—newer furnace (2021), gas water heater (2025), composite roof (2010), and solar panels that keep monthly electric costs impressively low. Additional upgrades include interior paint, new doors, tile flooring, refreshed baths, and updated lighting. Two secondary bedrooms, including a flexible den option, provide space for work, guests, or hobbies.Set on a level 0.16-acre lot that directly borders a peaceful greenway, the outdoor living is just as inviting. A patio pergola, sprinkler system, and professionally maintained landscaping create a private, low-maintenance escape. With Sherwood’s top-rated schools, the new suspension pedestrian bridge, the YMCA, shopping, and charming Old Town Sherwood all minutes away, this home delivers the perfect blend of convenience, comfort, and modern livability.

16159 SW WILLOW DR, Sherwood

$1,000,000
3 Beds 2 Baths 602873609 MLS
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

$549,900
4 Beds 2 Baths 122789004 MLS
Open House: Sat 11am-1pm, Sun 2-4pm Beautifully appointed and filled with elegance, this former model home offers the perfect blend of modern style, comfort and thoughtful extras. The open Great-room design creates an effortless flow between the spacious Kitchen, Dining area and Family room, while the cozy gas fireplace adds warmth and ambiance. The gourmet Kitchen is ready for everything from quiet mornings to entertaining friends, featuring a huge Granite Island, generous Counters, Stainless steel appliances, Gas Range and beautiful Wood cabinetry. Look closely and you'll discover the details that make this home special...a dramatic tiled accent wall in the main-level half bath, sophisticated shiplap walls in the dining room/hall and a Built-in speaker system throughout. Upstairs, the inviting primary suite offers vaulted ceilings, a large walk-in closet and private bath with Dual Vanity, Soaker Tub and step-in Shower, while 3 additional Bedrooms provide space for family, guests, work or hobbies. One of the Bedrooms has a built-in desk with chalk board all part of the extras that come with a Model home. The private side yard creates an easy outdoor escape for grilling and summer evenings. Enjoy exceptional HOA amenities including a huge Pool, Park, Basketball court and Clubhouse, all close to Progress Ridge and Mountainside High School. Don't miss out on this unique opportunity to own a home in this charming Neighborhood.

13525 SW CALABASH TER, 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

$1,650,000
4 Beds 3 Baths 695071858 MLS
Welcome to an extraordinary custom estate at 20132 SW Lebeau Rd, Sherwood — a rare 9.85-acre sanctuary where Tuscan-inspired architecture meets Pacific Northwest wine country. Built by Loranger Builders and designed by Mascord Design, this home immediately impresses with soaring high ceilings, framed by rich natural wood and warmed by gleaming Brazilian cherry (Jatoba) hardwood floors.The gourmet kitchen is a showstopper, appointed with granite countertops, custom cabinetry, and a burner, two oven five-star gas range fit for the most discerning chef. Throughout the home, plantation shutters lend a timeless elegance, while expansive windows frame sweeping views of Hawks View and the Shaw Mountain vineyards, as well as the estate's own private vineyard and Mt. Hood. Beyond the main living spaces, this one-of-a-kind property offers a library, a central vacuum system, a tile steam shower, an insulated below-grade wine room, and a dedicated cider-making room with arched double doors — spaces built for effortless entertaining and everyday indulgence.Step outside, where the estate truly comes into its own: a gated entrance, an expansive back patio with custom rustic metal pillars, a second covered patio off the family room, a 3-car garage with an attached wood shop and dedicated carpenter's room, and a 2,000-square-foot barn matching the home's design. A quarter-acre of mature Pinot Noir grapes (mixed Dijon clones) sits within the Chehalem Mountains AVA, alongside 25 varieties of apples, pears, and cherries and 15 newly planted olive trees — all protected by a deer fence.Recent updates include a new 75-gallon hot water tank, a 12kW automatic backup generator, and recently cleaned tile roofs — a rare blend of luxury and turnkey ease, just minutes from town.

20132 SW LEBEAU RD, 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.