Sherwood Homes with On Street Parking

Welcome to Sherwood, Oregon – a charming city nestled in the heart of Washington County! Known for its picturesque landscapes, friendly community, and rich history, Sherwood offers a perfect blend of suburban tranquility and easy access to urban amenities. With its lush parks, vibrant downtown area, and a variety of local shops and restaurants, you’ll find everything you need right at your doorstep.

One of the standout features of Sherwood is its commitment to preserving the beauty of its natural surroundings. The city is surrounded by stunning hills and forests, providing ample opportunities for outdoor enthusiasts to hike, bike, and explore. Families will appreciate the top-rated schools and safe neighborhoods, making it an ideal place to raise children.

When it comes to housing, Sherwood boasts a diverse array of options, including homes with convenient on-street parking. This feature is particularly appealing for those who appreciate easy access to their vehicles and the flexibility it provides. Whether you’re a first-time homebuyer or looking to upgrade, you’ll find a variety of charming residences that cater to different lifestyles and budgets.

In addition to the inviting homes, Sherwood’s community spirit shines through in its local events and festivals, where residents come together to celebrate the city’s unique culture. With a welcoming atmosphere and a strong sense of belonging, Sherwood is more than just a place to live; it’s a place to call home. Come discover the magic of Sherwood, where your dream home awaits!

Newest Sherwood Homes with On Street Parking

$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

$380,000

2 Beds ⋅ 2 Baths ⋅ 194429894 MLS

Welcome to this move-in ready townhome in the desirable River Terrace community! Backing to a peaceful green space, this home features an open-concept layout with a stylish kitchen offering quartz countertops, stainlesssteel appliances, a gas range, and a large island perfect for gathering. Upstairs you'll find two spacious primarysuites, each with its own private bathroom, plus convenient upstairs laundry. The tandem garage includes extraflex space ideal for a home gym, office, or hobby room. Enjoy community amenities including walking trails, apool, clubhouse, fitness center, and playground. Just minutes from Blueberry Hill Park, Progress Ridgeshopping, restaurants, and wine country, this home offers the perfect blend of comfort, convenience, andlocation. Mortgage savings may be available for buyers of this listing.

17030 SW ROCKY RAMBLE LN, Sherwood

$689,000

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

$649,900

3 Beds ⋅ 2 Baths ⋅ 569820975 MLS

Move-in ready and meticulously maintained, this exceptional Sherwood home combines quality updates, scenic views, and a peaceful setting. Perched at the top of a quiet cul-de-sac and backed by another cul-de-sac, the property offers outstanding privacy, minimal traffic, and sweeping views of the Chehalem Mountains, with Coast Range views on clear days. Spectacular sunsets provide a stunning backdrop year-round. Significant recent improvements include new composite roof, exterior painting with premium Rodda paint, an energy-efficient heat pump water heater , and comprehensive exterior maintenance completed in 2026. The thoughtfully redesigned landscape emphasizes beauty with lower maintenance. Traditional lawn areas have been replaced with mulch, fruit trees, and native Oregon plants and shrubs that attract birds and pollinators while reducing water use and upkeep. Invasive English ivy was removed and replaced with an attractive rock garden featuring native trees, shrubs, and plants, and the property has been cared for using environmentally conscious landscaping practices. Wildlife enthusiasts will appreciate the abundant birdlife, including a variety of songbirds, frequent sightings of bald eagles and red-tailed hawks, and occasional visits from Cooper's hawks. Conveniently located near schools, parks, and neighborhood amenities, the home is approximately 10-minutes to Sherwood's charming Old Town, offering local shops, restaurants, community events, and gathering places. An oversized 908-square-foot garage provides ample space for vehicles, storage, hobbies, projects, or a workshop. With major capital improvements already completed, low-maintenance landscaping, beautiful mountain and sunset views, abundant wildlife, and a tranquil location, this home offers comfort, quality, and lasting enjoyment from the day you move in.

22874 SW MARTIN CT, Sherwood

$550,000

3 Beds ⋅ 2 Baths ⋅ 657952091 MLS

This three-bedroom, two-and-a-half-bath home in Sherwood's Vineyards neighborhood is walkable to Ridges Elementary and Sherwood High School, with Ladyfern Park just down the road and Highway 99W nearby for an easy commute to and from the greater Portland metro area.At nearly 1,700 square feet, the floor plan is comfortable and practical. Hardwood floors run through the main level, where a spacious living room and family room give everyone room to spread out. The kitchen features quartz countertops, an island, stainless steel appliances, and a pantry, and it opens to the dining area providing a shared space anchored by a wood-burning fireplace. Slide open the back doors and you have a fenced backyard with a patio and beautiful paver fire pit, with trees lining the back fence for privacy. A half bath, laundry room with built-in storage, and an oversized two-car garage with built-in cabinetry round out the main floor.Upstairs, brand new carpet was just installed in 2026. The primary bedroom offers two closets including a walk-in, and a private en suite with double sinks and a shower. Two additional bedrooms share a full hall bath, and a built-in linen closet keeps the upstairs organized.Between 2018 and 2019, the sellers invested in the right things: new roof, water heater, refrigerator, dishwasher, front windows, gutters and downspouts, fresh interior and exterior paint, and a fully updated kitchen with new island, quartz countertops, and fixtures.

17897 SW HANDLEY ST, Sherwood

$740,000

5 Beds ⋅ 2 Baths ⋅ 766506241 MLS

Welcome home! This beautiful 5-bedroom residence showcases premium quality and modern updates throughout. The vaulted front entry guides you into a seamless floor plan. The gourmet kitchen serves as a chef’s delight, featuring quartz countertops, a tile backsplash, and high-end Jenn-Air appliances. It opens effortlessly to a spacious great room, offering gorgeous views of the lush backyard. Step outside onto the expansive deck, perfect for evening BBQs and outdoor entertaining. For formal hosting, the well-appointed dining and living rooms accommodate large gatherings with ease. Upstairs, the luxurious primary suite offers a private retreat complete with a walk-in closet, a jetted tub, and a separate walk-in shower. Key updates bring peace of mind, including a new roof with Malarkey Vista shingles (2021), a new vapor barrier (2026), and a elegant kitchen refresh (2021) New exterior lighting (2023) and much more. Conveniences include dedicated additional driveway parking, abundant storage above the garage, and a prime location with everything Sherwood has to offer.

14517 SW CORNERSTONE LN, Sherwood

$434,900

3 Beds ⋅ 2 Baths ⋅ 444908845 MLS

Welcome to this beautifully maintained, move-in ready townhome in the desirable Cedar Brook community! Thoughtfully updated and lovingly cared for, this spacious home offers the perfect blend of comfort and convenience. Step inside to an inviting open-concept floor plan featuring high ceilings, natural light, and spacious living areas designed for both everyday living and entertaining. The kitchen offers granite countertops, stainless steel appliances, a gas range, ample cabinetry and counter space, plus a pantry for additional storage and organization. The adjoining dining and living spaces create a warm and welcoming atmosphere perfect for gatherings. The spacious primary suite serves as a relaxing retreat with dual his-and-her walk-in closets and a private en-suite bathroom. Additional bedrooms offer flexibility for guests, home office space, or hobbies. The bonus space includes a double closet, providing excellent versatility and storage options. The upstairs laundry room has built-in shelving. Recent updates include beautiful new luxury vinyl plank (LVP) flooring installed in 2025 and fresh interior paint completed in 2022, adding modern style and a fresh feel throughout the home. For added peace of mind, the home also includes a 1-year home warranty(w/acceptable offer). Outside, enjoy a well-maintained exterior with an attached 2-car garage featuring built-in storage and shelving, plus a full 2-car driveway for additional parking convenience. Residents of Cedar Brook enjoy low HOA fees with exclusive access to community amenities including a private HOA dog park, playground, and nearby walking trails. Ideally located within walking distance to schools, parks, and trails, and just minutes from shopping, dining, in charming Old Town Sherwood, this home offers lifestyle and location. This is a rare opportunity to own a beautifully updated home in a fantastic community don’t miss it!

21753 SW BERKSHIRE TER, Sherwood

$540,000

3 Beds ⋅ 2 Baths ⋅ 376428724 MLS

Welcome home to this charming Sherwood retreat nestled in a peaceful neighborhood. A cozy front porch sets the tone, inviting you to slow down and stay awhile. Ideally located close to schools, with easy access to Highway 99 and within walking distance to the neighborhood park, this home offers both convenience and community. Inside, you'll find beautiful Brazilian KOA hardwood floors, soaring vaulted ceilings, abundant natural light, and a warm gas fireplace that creates an inviting living space. The thoughtful floor plan features both a formal dining room and a sunny kitchen nook with sliding doors leading to the fully fenced backyard. The kitchen is well-appointed with an island, ample workspace, and a large walk-in pantry. A main-level office provides the perfect work-from-home space, while a convenient half bath and attached two-car garage complete the main floor. Upstairs, the spacious primary suite offers a private retreat with double sinks, a walk-in shower, and plenty of room to relax. Two additional generously sized bedrooms provide flexibility for family, guests, or hobbies. Outside, enjoy a private backyard and spacious side yard with room for gardening, entertaining, or simply enjoying the outdoors. Combining warmth, functionality, and a fantastic location, this inviting Sherwood home is ready to welcome its next owners.

17765 SW NELS DR, Sherwood

$1,180,000

3 Beds ⋅ 2 Baths ⋅ 259134267 MLS

Exceptional one-level living in coveted Sherwood View Estates, just one block from the 2023 Street of Dreams. This stunning home opens to soaring vaulted ceilings, skylights, and an abundance of natural light -- all anchored by rich Brazilian cherry hardwood floors throughout the main level.The chef's kitchen includes Viking double ovens, Wolf gas cooktop, Miele dishwasher, and a Viking refrigerator, and a large island perfect for gathering. The adjoining family room features custom built-ins, a gas fireplace, and new French doors that open to a beautifully landscaped, fully fenced backyard with a gazebo and patio built for entertaining.The main-level primary suite is a true retreat -- complete with a cozy fireplace, soaking tub, tile shower, double sinks, and a spacious walk-in closet. A flexible upper loft adds room for guests, hobbies, or a playroom.Over $61,000 in recent improvements include all-new front and back landscaping with lighting, new French doors, fresh interior and exterior paint, new window coverings, updated lighting, new carpet, and a tankless water heater upgrade. Add a 3-car garage with built-in cabinetry, tile roof, central air, and central vacuum -- and this home is truly move-in ready.A rare opportunity to own a meticulously upgraded entertainer's home in one of Sherwood's most sought-after communities.

14224 SW WHITNEY LN, Sherwood

$777,950

5 Beds ⋅ 3 Baths ⋅ 427464864 MLS

Welcome to a beautiful, shows like new, 5 bedroom, plus den and upstairs bonus room tucked into one of Sherwood’s most desirable neighborhoods. With its inviting curb appeal, thoughtful updates, and spacious floor plan, this residence offers the perfect blend of comfort and style. Step inside to find light-filled living spaces with soaring ceilings, warm finishes, and an open layout ideal for entertaining. The gourmet kitchen features modern SS appliances, ample counter space, quartz counters, walk-in pantry and a convenient island eating bar. A catch-all mud bench off the garage keeps everything tidy. The pocket office with built in desk is a surprising addition - but packs a punch for a homework center or secondary office! A cozy family room with a fireplace creates the perfect place to relax. Laminate floors throughout the main. Upstairs, the primary suite is a true retreat with a walk-in closet and spa-inspired ensuite, with double sinks, tiled shower and deep soaking tub. Additional bedrooms are generously sized, offering plenty of flexibility for guests, a home office, or hobbies. The loft is a favorite space for a secondary family room or teen hang out. Main floor full bedroom and bath offers guest room, multigenerational options or spacious private home office. Out back, enjoy a private yard with mature landscaping—perfect for summer gatherings, gardening, or simply unwinding. The backyard is certified Backyard Habitat landscaping and is on a Hydra wise professional watering system. Custom, motorized awning covers the patio. Lovely views of Parrot Mtn from your backyard/patio/dining and family room. Located minutes from Sherwood’s award-winning schools, charming Old Town and wine country, this home provides both tranquility and convenience.

17412 SW TRILLIUM LN, Sherwood

$699,000

3 Beds ⋅ 2 Baths ⋅ 647918091 MLS

Charming, artistic design meets updated traditional style on an oversized lot backing to serene greenspace and walking trails. This light-filled home features vaulted ceilings, abundant natural light, warm wood tones, and striking metal lighting, creating an inviting and distinctive living experience in a highly desirable neighborhood. The open entry showcases picture windows, while angled vaulted ceilings in the living and dining areas offer architectural interest and comfortable gathering spaces. Engineered hardwood floors flow throughout, complemented by expansive windows that bring the outdoors in. The kitchen opens seamlessly to the nook and great room, featuring extensive built-ins, tile counters, a gas cooktop, double ovens, and a generous pantry. The great room impresses with soaring ceilings, a cozy fireplace, and a wall of windows framing tranquil garden views. French doors lead to a bright sunroom with vaulted ceilings and skylights—ideal for a home office, bonus space, or flex living. Upstairs, the primary suite and two additional bedrooms are thoughtfully arranged, with a Jack-and-Jill bath connecting the secondary bedrooms. The spacious primary retreat includes custom floor-to-ceiling built-ins, double vanity, organized closet system, and a walk-in shower. Set on a .25-acre lot, the backyard is a true gardener’s haven with raised beds, lush perennials, lawn areas, trellised vines, a greenhouse, potting shed, and a peaceful courtyard. Backing to expansive greenspace, this property offers exceptional privacy and a rare connection to nature.

22971 SW HOSLER WAY, Sherwood

$359,900

3 Beds ⋅ 2 Baths ⋅ 529680021 MLS

Cozy tidy townhouse on treelined street in beautiful Sherwood OR. Newer HVAC and water heater. Maintenance • Rowhouses Gutter cleaning planned for Dec 2024.Moss treatment – as needed, spot treatment. Roof replacement coming summer of 2026 – Motivated seller. New appliances!!!

16097 SW HOLLAND LN, 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.