Sherwood Homes with 2 Story Style

Welcome to Sherwood, Oregon—a charming city nestled in the picturesque Tualatin Valley, just a short drive from the vibrant city of Portland. Known for its friendly community atmosphere, lush landscapes, and rich history, Sherwood offers a perfect blend of suburban comfort and urban convenience. With a population that values family-friendly living, the city boasts excellent schools, beautiful parks, and a variety of local shops and dining options that make it an ideal place to call home.

One of the standout features of Sherwood's real estate market is its collection of stunning two-story homes. These residences not only provide ample living space but also offer a unique architectural charm that appeals to many homebuyers. With spacious layouts, these two-story homes often feature open-concept living areas, gourmet kitchens, and inviting outdoor spaces perfect for entertaining or enjoying a peaceful evening under the stars.

Families will appreciate the well-designed floor plans that provide privacy and functionality, allowing for both cozy family gatherings and personal retreats. Many of these homes are situated in friendly neighborhoods, where children can play safely and neighbors become lifelong friends.

Whether you’re drawn to the scenic beauty of the surrounding hills or the close-knit community vibe, Sherwood is a fantastic place to find your dream two-story home. Experience the perfect blend of comfort, style, and community in this delightful Oregon city, where every day feels like a breath of fresh air. Come discover why Sherwood is the perfect place to build your future!

Newest Sherwood Homes with 2 Story Style

$949,000

4 Beds ⋅ 3 Baths ⋅ 491302249 MLS

Tucked back off the road in a private setting, this home feels like an escape the moment you arrive. Territorial views greet you from nearly every window — with Mt. Hood visible on a clear day — and the southern exposure fills the space with natural light. Mature, established landscaping wraps the property, and the back patio feels like your own private retreat, made for slow mornings and quiet evenings alike.This 4-bed, 3-bath, 2,553 sqft home offers hardwood, carpet & tile floors throughout, with a fully equipped kitchen featuring a Viking range, plus a smart thermostat for easy comfort. Outside, the land opens up with 100% usable acreage, offering incredible flexibility for a future ADU (buyer to verify), vineyard, animals, or a large play area. Producing plum, apple, pear & cherry trees, blueberries, and lush gardens create a true sense of place. The property is also pre-wired for a sauna, includes RV parking with electrical hook-up, a storage shed, backup generator, and the riding lawn mower and related equipment are included with the sale.Minutes from local wineries and top-rated Sherwood schools, this is a property you come back to—not just a place you live.

27885 SW LADD HILL RD, Sherwood

$589,000

4 Beds ⋅ 2 Baths ⋅ 453746872 MLS

Nestled in a quiet cul-de-sac surrounded by a picturesque tree-lined roundabout, this beautifully refreshed 4-bedroom home offers the perfect blend of style and thoughtful updates. Filled with natural light, the freshly painted interior and brand-new carpet create a bright, welcoming feel from the moment you step inside. The spacious kitchen is designed for both everyday living and entertaining, featuring a large island, abundant counter space, and an easy flow into the surrounding living areas. One of the four bedrooms is exceptionally spacious, offering endless flexibility as a second family room, media space, home office, craft room, or playroom to fit your lifestyle. Step outside to your own private retreat, where a sprawling multi-tiered deck creates multiple spaces to relax, entertain, dine, or simply enjoy the peaceful setting. Surrounded by mature landscaping, the backyard offers exceptional privacy and room to garden, gather, or unwind. Thoughtful upgrades throughout include Renewal by Andersen windows and sliding glass door, solar panels, a heat pump, an EV charger, and a newer roof, providing efficiency and lasting value. Ideally located within walking distance of Ridges Elementary School and the new Sherwood High School, and just minutes from shopping, dining, and everyday amenities, this move-in-ready home offers the perfect balance of flexible living, exceptional outdoor space, and modern upgrades.

22104 SW LIST PL, Sherwood

$1,179,000

4 Beds ⋅ 3 Baths ⋅ 526028644 MLS

Just minutes from both Sherwood and Newberg and sitting on 4.86 private acres with sweeping territorial views of Parrett Mountain, this exceptional horse property offers the perfect blend of privacy, functionality, and convenience. A great opportunity for equestrians, hobby farmers, contractors, or anyone seeking room to spread out, the property provides abundant space for equipment, trailers, RVs, future outbuildings, or expanded agricultural use. The 2,469 square foot home features four bedrooms and three bathrooms, including a permitted 550-square foot ADU with its own private exterior entrance, great for multi generational living, rental income, or a home office. Inside, you'll find a beautifully remodeled kitchen with quartz countertops, stainless steel appliances, tile backsplash, new luxury vinyl plank flooring, fresh interior paint, and an open concept layout designed for everyday living. The spacious living room has a cozy pellet stove and opens to a large deck overlooking the picturesque acreage. The primary suite offers a walk in closet, dual sink vanity, tile walk-in shower, and relaxing soaking tub. Downstairs, the studio style ADU includes a kitchenette, full size refrigerator, and full bathroom. A Generac 22K whole home generator adds convenience and piece of mind throughout the year! Equestrian and hobby farm enthusiasts will appreciate the impressive 120' x 40' covered riding arena complete with four stalls, tack room, 220V power, and outdoor turnouts. The property is fully fenced and cross fenced, making it well suited for horses, livestock, gardens, or your own agricultural ideas. Offering a perfect combination of updated living space, outstanding equestrian amenities, contractor friendly function, utility, and breathtaking country surroundings, this property is a must see.

21303 SW HELLS CANYON RD, Sherwood

$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

$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

$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

$995,900

4 Beds ⋅ 4 Baths ⋅ 301176237 MLS

Fiori al Tramonto "Sunset Flowers" with iconic beauty in ideal central location on the Snyder Park Block. Detailed design and inspired layout feature light-infused garden, park and territorial views in every room. 4 bedroom/4 bath WITH living room/den and separate entrance ADU/Bonus that can be an apartment/office. New exterior paint, LVP and carpet. Only you and your two next door neighbors on this private driveway share direct access to Snyder Park, with walking paths, dog parks, field, court and racquet sports abound next to a state of the art playground and interactive water feature. Walk 3 blocks to Archer Glen Elementary or 5 blocks to quintessential Old Town Sherwood for your morning breakfast or evening stroll. Wonderful, fragrant garden and intimate spaces to host, make memories and relax. Park a boat or other toy on the side of the house! Be a part of this amazing, high-ranked school, festival-filled close in community!!! Owner is an Oregon licensed real estate agent.

15373 SW SUNSET BLVD, 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

$599,500

4 Beds ⋅ 2 Baths ⋅ 186931685 MLS

LESS THAN 1 MILE from OLD TOWN! CRESTWOOD HEIGHTS! OF ALL ACTIVE SHERWOOD LISTINGS UNDER $600,000, I HAVE THE MOST SF and the LOWEST $/SF OF THEM ALL! When AFFORDABILITY and VALUE count the most, come check me out! I may not be as 'pretty', but I am solid and sturdy! I have room to grow! and I provide tons of opportunities to be personalized to YOUR style! Designed for comfortable everyday living! Lovingly cared for by ONE owner since it was built! Flexible plan! 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 a spacious 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

$674,000

4 Beds ⋅ 2 Baths ⋅ 416928940 MLS

Dream backyard for gardeners, entertainers, and hobbyists. This like new home sits on an oversized lot with an expanded patio and thoughtfully added raised garden beds featuring a wide variety of fruits, vegetables, and fruit trees. The additional concrete work creates a shaded, comfortable space ideal for BBQs and outdoor gatherings. The home still carries the builder’s structural warranty, along with manufacturer warranties on the siding and the roof. Inside, tall ceilings and an open loft upstairs make the home feel larger than the square footage suggests, the main bedroom features a luxurious free standing soaking tub and walk in closet, offering all the benefits of a newer build paired with a rare, spacious yard.Light and bright with 4 bedrooms, plus a true 3-car wide garage that is perfect for parking, storage, hobbies, and still room for three vehicles in the driveway. Located in Sherwood with exceptionally rated schools and a charming neighborhood feel! School bus pick up for all schools. Energy score link: https://us.greenbuildingregistry.com/green-homes/OR10228749

17515 SW WAPATO ISLAND DR, 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

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