Sherwood Homes with Traditional Style

Welcome to Sherwood, Oregon – a charming city that beautifully marries small-town warmth with modern conveniences. Nestled just a short drive from the bustling metropolis of Portland, Sherwood offers a tranquil retreat while still providing easy access to urban amenities. With its picturesque landscapes, friendly community, and a strong sense of belonging, it’s no wonder that Sherwood is becoming a sought-after destination for families and professionals alike.

One of the standout features of Sherwood is its stunning array of traditional-style homes. Here, you’ll find a delightful mix of classic architecture that reflects the rich history and character of the area. From inviting Craftsman bungalows to elegant Colonial-style residences, these homes exude charm and warmth, making them perfect for those who appreciate timeless aesthetics. Many of these properties are set on spacious lots, offering ample outdoor space for family gatherings, gardening, or simply enjoying the serene Oregon evenings.

The community in Sherwood is vibrant and active, with a variety of parks, trails, and recreational facilities that cater to all ages. Families will appreciate the highly-rated schools and the community's commitment to education. Local shops, restaurants, and farmers' markets add to the quaint yet lively atmosphere, ensuring that residents have everything they need right at their fingertips.

If you’re looking for a place that combines the allure of traditional homes with the charm of a close-knit community, Sherwood, Oregon, might just be the perfect fit for you. Explore the possibilities and discover your dream home in this enchanting city!

Newest Sherwood Homes with Traditional Style

$649,900

3 Beds ⋅ 2 Baths ⋅ 338045968 MLS

Imagine living where wide streets invite evening strolls, the local park is just around the corner, and walking to Ridges Elementary is part of your daily routine. In this sought-after Sherwood community, this updated home pairs a welcoming neighborhood feel with living spaces built for connection.From the covered porch, step into a foyer featuring a craftsman-style drop zone. Barn-style glass doors open to a dedicated home office filled with natural light. The main living area is designed for gathering, anchored by a stacked-stone gas fireplace and log mantle. This room includes extensive library built-ins and a wet bar with a wine cooler, sink, and custom cabinetry.The vaulted dining room and kitchen act as the centerpiece of the home. Features include slab granite counters, stained cabinetry with glass reveal uppers, under-mount lighting, stainless steel appliances, and a large island with casual seating.Sliding glass doors extend the living space outside to an expansive composite deck. The vaulted covered area, complete with lighting and a ceiling fan, is designed for year-round dining. An open deck section offers sun and privacy, stepping down to a fully fenced backyard with grass, shade, and a garden shed.Upstairs, hard surface flooring continues through all three bedrooms. The vaulted primary suite is spacious, offering beautiful molding and a seating area, plus a dual-vanity bathroom and two closets. Two bright bedrooms overlook the front of the home and share a full hall bathroom.With a dedicated laundry room, an oversized two-car garage with built-in storage, and an ideal Sherwood location, this home just keeps on giving!

20558 SW TRAILS END DR, Sherwood

$664,900

5 Beds ⋅ 3 Baths ⋅ 550047262 MLS

Ideally located just a block from Ridges Elementary School and only a few blocks from Sherwood High School, this move-in-ready home offers the perfect blend of comfort, convenience, and thoughtful updates. Freshly painted with new interior & exterior paint in 2026, the open great room floor plan seamlessly connects the kitchen, dining area, and family room, creating an inviting space for everyday living and entertaining. The kitchen features slab granite countertops, a custom tile backsplash, breakfast bar, and a 5-burner gas cooktop, while the family room is anchored by a cozy gas fireplace with a stunning stone surround. The spacious primary suite is a private retreat with a spa-inspired ensuite bath. Enjoy the space of this 5-bedroom floor plan. The fifth bedroom is located on the main level next to a full bathroom and can easily serve as a guest room, den, or home office to suit your needs. Exceptional flexibility for guests, multigenerational living, or a stylish home office. Step outside to a spacious backyard with plenty of room for basketball, bikes, games, and entertaining, all backed to mature trees with no homes directly behind for added privacy. Just a short stroll away, enjoy a large community park complete with a running track, tennis courts, soccer fields, and expansive green space.

21562 SW OXFORD TER, Sherwood

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 440391829 MLS

Set on 5 picturesque acres with breathtaking views of Mount Hood, this exceptional property presents a phenominal opportunity to create a luxury estate tailored to your vision. This existing home has been taken down to the studs and the exterior needs fresh surfaces, offering a blank canvas for a full remodel, or, take advantage of the seller's approved building plans and start fresh with a brand new custom residence. An in-ground pool project has already been initiated by Victory Pools, with plumbing infastructure in place adding significant value toward your future backyard that only dreams are made of. Approximatley 3 acres of Christmas trees enhance the properties charm, privacy, and income potential. Surrounded by stunning natural beauty and endless possibilitys, this is an extraordinary opportunity to build a one-of-a-kind estate in a truly spectacular setting.

27616 SW 170TH AVE, Sherwood

$585,000

3 Beds ⋅ 2 Baths ⋅ 591188248 MLS

Welcome to this spacious two-story home located in one of Sherwood's most desirable neighborhoods. Featuring a functional floor plan with generous living spaces, this home offers an excellent opportunity for buyers looking to personalize a property and build instant equity through cosmetic updates.The main level provides comfortable living and entertaining areas, while the upstairs offers spacious bedrooms, including a private primary suite with a walk-in closet and ensuite bath. A versatile loft/flex space is perfect for a home office, playroom, or media area. The backyard provides plenty of room for outdoor entertaining, gardening, or simply relaxing in a private setting.Conveniently located near highly regarded Sherwood schools, neighborhood parks, shopping, restaurants, and everyday amenities, this home combines an outstanding location with tremendous potential. Whether you're a first-time buyer, an investor, or someone looking to create your dream home, this is a rare opportunity to purchase in a sought-after neighborhood at a price that reflects the opportunity to make it your own. Bring your ideas and vision—this home is ready for its next chapter.

17122 SW ROOSEVELT ST, Sherwood

$625,000

4 Beds ⋅ 2 Baths ⋅ 704819260 MLS

Beautiful home nestled in a peaceful neighborhood, featuring a stunning yard and a private, quiet setting at the end of a flag lane. Recent updates include a newer roof, fresh exterior paint, a newer AC unit, and an upgraded furnace, providing peace of mind and energy efficiency.Inside, the spacious kitchen boasts an eating bar and gas appliances, opening to a warm family room with a cozy fireplace. Upstairs, you'll find four bedrooms, including a generous vaulted master suite with a large soaking tub/shower and a walk-in closet. The private backyard is perfect for relaxation and entertaining, with a deck and a large, level lawn. The welcoming wrap-around front porch adds charm and curb appeal. Did I mention RV parking and no HOA!Located close to Snyder Park, the vibrant Old Town Sherwood, great schools and just minutes from wine country—this home offers both comfort and convenience.

14727 SW BROOKE CT, Sherwood

$659,000

4 Beds ⋅ 2 Baths ⋅ 626185347 MLS

Nestled on a beautifully landscaped corner lot in a peaceful Sherwood neighborhood, this spacious two-story haven offers the rare privacy and tranquility you’ve been searching for. With minimal traffic and a lush backyard oasis, coming home feels like an escape. Step inside to find rich hardwood flooring, a home office which can serve as a guest room and elegant plantation shutters that fill the main level with warmth and timeless character. Upstairs, brand-new window treatments add a crisp, modern touch. The heart of the home is an updated kitchen, boasting sleek new granite countertops alongside a brand-new stainless-steel refrigerator and dishwasher. Retreat to the luxurious primary suite, featuring dramatic vaulted ceilings, an oversized walk-in closet, and two additional storage closets, while all four bedrooms offer excellent closet space. Outdoors, a stunning covered pergola sets the stage for summer barbecues, peaceful morning coffees, or unforgettable evenings with friends. Practicality meets convenience with an updated side yard for extra parking alongside your attached two-car garage. Built to last with premium Hardiplank siding and Milgard windows—and completely free from HOA restrictions—this property offers ultimate flexibility. Located just minutes from Woodhaven, Cedar Creek trails, Stella Olson Park, Old Town Sherwood, and the highly desirable Ridges Elementary School, this home perfectly blends a serene lifestyle with an unbeatable location.

22230 SW SEQUOIA TER, Sherwood

$614,900

4 Beds ⋅ 2 Baths ⋅ 186931685 MLS

LESS THAN 1 MILE from OLD TOWN, this CRESTWOOD HEIGHTS home has been lovingly cared for by one owner since it was built. Designed for comfortable everyday living! Flexible plan includes a 35x19 BONUS ROOM over the garage—ideal office/craft room/media room, or add a wall and create a 4th bedroom and bonus room. Kitchen: eating area, built-in desk, pantry with pullouts, range with ceramic cooktop, fridge plumbed for water/ice, new built-in microwave. The kitchen opens to the family room: gas fireplace, back yard access. Formal living/dining room combo. Primary suite: dual sinks, walk-in shower, walk-in closet with built-ins. Yard: Private, fully fenced, low-maintenance, apple trees, brick patio, large deck with retractable awning. 2-car attached garage: extra-deep, large storage room - perfect for a walk-in pantry. A NEW FURNACE 2026. A/C has been routinely serviced. Crawlspace: professionally maintained by John's Waterproofing. NEWER ROOF: complete tear-off. This home is ready and waiting for YOU to add your personal style and create the next generation of cherished memories!

16060 SW WILLOW DR, Sherwood

$699,000

4 Beds ⋅ 2 Baths ⋅ 120788072 MLS

Welcome to Meadow Terrace! This beautifully maintained Craftsman-style home sits on a desirable corner lot on a quiet dead-end street, just minutes from Ridges Elementary. A charming front porch welcomes you inside to high ceilings and an open-concept layout filled with natural light.The open kitchen flows into the family room, which features a cozy gas fireplace, gas range, large walk-in pantry, quartz counters, tile backsplash, an oversized island, and abundant cabinet space. Stainless appliances include a built-in microwave. A main-level office/den offers flexible space for work or study. Upstairs, there are 4 spacious bedrooms, a versatile loft, and a large laundry room with built-in shelving. The primary suite is a true retreat, with a large walk-in closet, soaking tub, separate shower, and double sinks. Outside, enjoy a fully fenced backyard with a covered patio, full irrigation, updated landscaping, and plenty of room for garden beds — perfect for entertaining or relaxing. Additional highlights: engineered hardwoods throughout, no HOA, pre-inspected, brand-new full interior paint, HVAC serviced, and professionally cleaned windows and gutters. This move-in-ready home combines style, comfort, and an unbeatable location.

21855 SW MEADOW TER, Sherwood

$850,000

4 Beds ⋅ 3 Baths ⋅ 215590903 MLS

Welcome to Crestwood Heights, where stunning views, quality craftsmanship, and meticulous care come together in one exceptional Sherwood traditional. Offered by its original owner, this 4-bedroom, 3.1-bath home spans 3,815 square feet with a 3-car garage and showcases extensive updates throughout, including a new roof, updated systems, and numerous improvements (see attached improvement summary). The thoughtfully designed main level features formal living and dining rooms, a gourmet kitchen with a sunny breakfast nook, and a light-filled family room that opens to a new Trex deck—perfect for taking in the beautiful surroundings. Upstairs, the oversized primary suite offers a spa-like retreat with a soaking tub, walk-in shower, dual sinks, and a spacious walk-in closet. Three additional bedrooms share a well-appointed full bath. The fully finished lower level provides exceptional flexibility with a full bathroom, generous storage, and direct access to the beautifully landscaped, low-maintenance backyard complete with a paver patio. Ideally located near Snyder Park, Archer Glen Elementary, Old Town Sherwood, shopping, dining, and more, this move-in ready home offers the perfect blend of comfort, style, and convenience.

15705 SW ORIOLE CT, Sherwood

$785,000

5 Beds ⋅ 3 Baths ⋅ 286599450 MLS

Tucked into Sherwood's sought-after Heron Ridge Estates, this beautifully maintained 5-bedroom, 3-full-bath home delivers the perfect combination of floor plan, finishes, and location: suburbia in the front, country in the back! Soaring vaulted ceilings, arched picture windows, and an abundance of natural light set the tone from the moment you enter, and the feeling only gets better from there! A rare main-level bedroom and full bath offer the flexibility of modern living demands, ideal for guests, multigenerational living, or a private home office. A dramatic foyer entry with shiplap detail opens to the formal living and dining spaces, where a coved ceiling and chandelier set an elevated tone. The warm and inviting kitchen features quartz counters, a generous island with eat-bar seating, subway tile backsplash, stainless appliances, pantry, and a light-filled breakfast nook with direct patio access, opening seamlessly to the fireside family room with a wall of windows framing the backyard. Pristine LVP flooring flows throughout the entire main level, adding warmth and continuity to every space. Upstairs, the primary suite is designed as a true personal retreat: coved ceiling, sitting nook, walk-in closet with built-in organizers, soaking tub, walk-in shower, and an extended dual-sink vanity. Three additional well-sized bedrooms, a hall bath with dual sinks, a loft area, and an upper-level laundry room complete with washer, dryer, and storage round out the upper floor beautifully. Outside, an expansive paver patio, charming gazebo, and fully fenced yard backing to open acreage set the stage for your own private Oregon summer, every single night. Newer roof, updated siding, fresh exterior paint, 3-car garage with overhead and attic storage, and central A/C. Minutes to Hwy 99, Old Town Sherwood, top-rated schools, shopping, restaurants, and wine country. This one is move-in ready and truly checks all the boxes!

17109 SW GREEN HERON DR, Sherwood

$519,000

3 Beds ⋅ 2 Baths ⋅ 521871848 MLS

Charming home in Sherwood with tons of Natural Light! New interior paint 2026! Deck updated in 2026! New garage door and opener in 2025! Kitchen updated with new range, range hood & countertops in 2024! New Washer/Dryer in 2024! New roof and laminated vinyl plank flooring in 2022! Stunning, lush front and back yard gardens offer a relaxing place to unwind! Vinyl plank flooring throughout the main level makes for easy living. Great Room open floor plan with vaulted ceilings has a tile surround gas fireplace, lots of windows which allows tons of natural light to flow through and is open to the dining/kitchen area. The updated kitchen has a pantry, eat bar, stainless steel appliances & a new free-standing range/oven, range hood & countertops (2024). The dining area is just off the kitchen with a slider to the patio & the beautiful fenced backyard. Rest awhile, enjoy smelling the jasmine and roses in this totally landscaped fenced backyard with raised flower beds with a large covered patio that is perfect for entertaining or for relaxing with your morning coffee. Main level primary bedroom has walk in closet and bathroom with walk in shower. Conveniently located upper-level laundry room has built in cabinets and a new washer & dryer. Both upper-level bedrooms are good size. Great Sherwood location in proximity to Old Town. Quiet cul-de-sac in a great neighborhood, just blocks to Snyder Park. Top rated Sherwood Schools, and no HOA! This home is well maintained and move in ready!

23224 SW ORCHARD HEIGHTS PL, Sherwood

$514,900

3 Beds ⋅ 2 Baths ⋅ 312158840 MLS

Outstanding Sherwood location just across from Langer Park and minutes from shopping, restaurants, and everyday conveniences. This stylishly updated home features attractive luxury vinyl plank flooring throughout the main level and an inviting, light-filled floor plan. The kitchen is beautifully appointed with quartz countertops, stainless steel appliances, a gas range, and pantry storage, while the dining area offers built-in cabinetry for added charm and functionality. Upstairs, you'll find three bedrooms, a versatile loft ideal for a home office or flex space, and a convenient laundry room complete with built-in cabinets and a utility sink. The spacious primary suite includes a walk-in closet, double vanity, soaking tub, and step-in shower. Additional highlights include high ceilings, newer light fixtures, ceiling fans, forced-air gas heating, and central air conditioning. Step outside to a private, fenced patio courtyard that's perfect for relaxing or entertaining. The HOA maintains the front yard and includes internet service, making for low-maintenance living. The attached two-car garage is accessed from a private drive, with additional parking available on the driveway and convenient street parking along Century Drive.

15869 SW CENTURY DR, Sherwood

Start Your Search

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.