Sherwood Homes with Off Street Parking

Welcome to Sherwood, Oregon—a charming city that beautifully blends suburban tranquility with a vibrant community spirit. Nestled just southwest of Portland, Sherwood boasts a rich history, picturesque landscapes, and an array of amenities that make it a coveted place to call home. With its lush parks, scenic trails, and a welcoming atmosphere, Sherwood is perfect for families, outdoor enthusiasts, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

One of the standout features of homes in Sherwood is the availability of off-street parking. This amenity is not just a convenience; it enhances your living experience, offering peace of mind and ease for residents and guests alike. Imagine coming home to a spacious driveway or garage where you can safely park your vehicles, free from the worries of street parking or the elements. Whether you have multiple cars, enjoy hosting gatherings, or simply value the extra space, homes with off-street parking in Sherwood provide the perfect solution.

In addition to practical features like off-street parking, Sherwood's real estate market offers a diverse selection of homes, from charming single-family residences to modern townhouses. Each property is nestled within a friendly neighborhood, with easy access to local shops, schools, and recreational facilities. Sherwood’s commitment to community and quality of life makes it an ideal place to settle down. Explore the enchanting homes available in this delightful city, and discover why so many are proud to call Sherwood home!

Newest Sherwood Homes with Off Street Parking

$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

$1,190,000

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

$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

$499,900

3 Beds ⋅ 2 Baths ⋅ 213684578 MLS

New price! Welcome to this move-in ready Sherwood home featuring a brand-new roof, updated cook's kitchen, flexible living spaces, and a great location. A private outdoor courtyard, attached two-car garage, and playground directly across the street add to its appeal.On the main level you'll find tall ceilings, a lovely bay window, cozy gas fireplace, and an updated kitchen with pristine quartz countertops, a custom tile backsplash, brand- new stainless-steel appliances, and roomy pantry. The adjacent dining area provides a comfortable setting for everyday meals or entertaining.Moving upstairs, three bedrooms are complemented by a flexible bonus area with a skylight providing lots of natural light. Use this space as a home office, study, playroom, or whatever strikes your fancy. The primary suite includes a walk-in closet and private bathroom with a double vanity, soaking tub, and walk-in shower. A separate laundry room lets you close the door on everyday clutter.Outside, you'll find a fenced patio and small yard that offers a private space for relaxing and maybe your pets. The attached two-car garage is accessed from a private drive, with more street parking available along Century Drive.Central heat and air conditioning will keep your home comfortable year-round. The HOA maintains the front yard and includes internet service. With shopping, restaurants and parks a short stroll away, this house is ready to be your new home!

15835 SW CENTURY DR, Sherwood

$300,000

3 Beds ⋅ 2 Baths ⋅ 710205150 MLS

Welcome home to this beautifully cared-for 3-bedroom, 2.5-bath townhome in an unbeatable location! Filled with natural light, the open-concept main level offers a warm and inviting living space with a cozy gas fireplace. The kitchen features wood floors, granite countertops, stainless steel appliances, a center island with eat bar, and a generous pantry. Sliders from the dining area lead to a private deck, making it easy to enjoy outdoor dining or entertain guests. Upstairs, the spacious primary suite offers a private full bath, while two additional bedrooms, a guest bath, and a conveniently located laundry area complete the upper level. HOA dues include water, sewer, garbage, access to the pool, and workout room, making everyday living even more convenient. Ideally located close to shopping, restaurants, golf, a local winery, the YMCA, and miles of scenic walking and biking trails, this home offers the perfect blend of comfort, convenience, and low-maintenance living.

22836 SW FOREST CREEK DR Unit #201, Sherwood

$489,900

3 Beds ⋅ 2 Baths ⋅ 122720131 MLS

New price! Welcome to this beautifully refreshed 3-bedroom, 2.5-bath home in the heart of Sherwood. Move-in ready and thoughtfully updated, this home features brand-new stainless steel appliances, quartz countertops, a custom tile backsplash, new carpet, pergo flooring, and fresh interior paint throughout. Roof is brand new! HOA fee includes wireless internet and front yard maintenance Attached garage gives easy access to storage.The inviting floor plan offers comfortable living spaces filled with natural light, making everyday living and entertaining effortless. Step outside to enjoy the private patio and fenced yard—ideal for outdoor dining, gardening, or simply relaxing. The charming front porch is the perfect place to enjoy a morning cup of coffee while taking in the welcoming neighborhood atmosphere.Located just a short stroll from parks, playgrounds, walking paths, and shopping, this home offers the convenience of having everyday amenities close by while still enjoying the charm of an established Sherwood neighborhood.With tasteful updates, inviting outdoor spaces, and an exceptional location, this home offers the perfect blend of comfort, style, and convenience. All that’s left to do is move in and make it your own.

21226 SW SILO TER, Sherwood

$625,000

5 Beds ⋅ 3 Baths ⋅ 573191207 MLS

WELCOME! Highly desired Sherwood neighborhood with NO HOA. This versatile 5-bedroom, 3-bath home offers room to spread out, entertain, and enjoy the outdoors. Backing to trails and surrounded by mature landscaping, the private setting is close to the best schools, shopping, and more. The main level features hardwood floors, an updated kitchen with newer appliances, and comfortable living spaces filled with natural light. Downstairs, the finished basement provides additional flexibility for hobbies, guests, multi-generational living, or a home office. RV parking for trailers and toys. Major updates include flooring, A/C, vanities, retaining wall, refrigerator, dishwasher, and fencing. Ask about the FHA assumable loan with an attractive 3.75% interest rate.

16502 SW GLENEAGLE DR, Sherwood

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 184032730 MLS

Experience luxury living in this spectacular 5,500+ square foot Tuscan Villa on nearly 1.5 acres in the heart of Oregon's renowned Willamette Valley wine country. Located in the exclusive gated community of Parrett Mountain View Estates, this one-owner custom home captures breathtaking panoramic views from nearly every room. A dramatic two-story entry with a sweeping curved staircase welcomes you inside, where exceptional craftsmanship shines through custom millwork, arched doorways, built-ins, and architectural niches. The chef's kitchen is designed for entertaining with travertine floors, granite countertops, a Viking Professional refrigerator and freezer, double ovens, a 6-burner gas range, and abundant workspace. Walls of windows and soaring ceilings fill the home with natural light while showcasing the incredible views. The formal dining room features double crown molding and wainscoting, while the private office offers floor-to-ceiling cherry wood paneling, custom built-ins, and French doors. The luxurious primary suite is a true retreat with coffered ceilings, crown molding, a private sitting area with fireplace, and stunning valley views. The spa-inspired bath includes a jetted tub, dual-head tile shower, double vanity, skylights, and a spacious walk-in closet. Generously sized secondary bedrooms feature Jack-and-Jill baths, including one with a walk-in closet. The upper level is built for entertaining with a dedicated media room complete with custom drapes, projection screen, and included audio/video equipment, plus a wet bar and full bath—ideal for guests or multigenerational living. Additional amenities include three gas fireplaces, surround sound, central vacuum, ground-mounted solar panels, and a four-car garage with a car lift. Step outside to multiple patios perfectly positioned to capture the sweeping views, a custom wood-burning outdoor fireplace, and a private basketball/sport court. Zillow Users: Please visit Realtor.com for 3D.

18011 SW HUCKLEBERRY CT, Sherwood

$4,875,000

5 Beds ⋅ 4 Baths ⋅ 454208580 MLS

Five Peaks Farm — an exquisitely crafted custom Georgian estate sited on 31.79 pristine acres with sweeping 280° vistas of five mountain peaks and glittering city lights. The 8,028sqft residence greets you with a gracious foyer and offers timeless elegance throughout: a main level primary en suite, an impressive office, grand living room, formal dining and kitchen with butler’s station — all opening via walls of windows to multiple patios that capture the territorial panoramas. Interior appointments include rich hardwood floors, vaulted ceilings, wainscoting, six fireplaces, a library/study with a southern style balcony, dedicated theatre, exercise suite with steam and sauna, and high tech security systems. Dual staircases rise to the upstairs wings at either end of the home, while a separate staircase descends to the lower level entertainment spaces featuring a theatre, game room, kitchenette, gym, workshop and abundant storage. Exquisite brickwork and master craftsmanship complete the residence. Outdoors is resort caliber living and entertaining: expansive terraces, a pool with pool house and Island Spa hot tub, in ground trampoline, sand volleyball and tennis courts, plus monkey bars and swing play features—perfect for events, family gatherings and friend filled weekends across the vast, maturely landscaped grounds. Equestrian facilities are exceptional: an oversized Kentucky style barn with grain and tack rooms, storage and four stalls with covered runs, multiple large fenced and cross fenced turnouts, and direct access to on site riding trails. Practical amenities include an oversized detached garage with pull through doors, extensive operational space and the property’s current farm deferral status. Tucked privately off the road yet conveniently located in the top rated Sherwood school district with easy access to Sherwood, Wilsonville, Newberg and the I 5/I 205 corridors, Five Peaks Farm blends privacy, panoramic beauty, top tier infrastructure and lifestyle.

14161 SW TOOZE RD, Sherwood

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 200406948 MLS

$1,100,000 | 4 Bed | 3 Full Bath | 4,781 SF | Garage + 2400 sq ft shop. Are you ready for fall in wine country? Experience the best of Oregon's wine country in this stunning 4,781 sq. ft. daylight ranch, secretly situated on 2.6 acres of serene beauty. In this neighborhood of $2mil+ homes, this is your opportunity to put your own custom finishes on this solid canvas! With four bedrooms, three baths, an office, and two levels, this home offers a spacious and versatile layout, complete with hardwood floors throughout the main level wrapped in custom handwoven rugs for added elegance. The tile roof adds durability and charm, while the outdoor deck surrounds the house to provide a peaceful retreat with views of mature landscaping and surrounding trees. Likewise the circular driveway surrounds the house and shop, including a permeable paver section near the house, giving two routes of entry and exit. The lower level has an extra bonus room, a fourth bedroom, an office, and a wet bar. A storage/workshop on the same level adds functionality for hobbies or projects. The property is a haven for those seeking both functionality and lifestyle. A detached 40x60 warehouse includes a second 40x20 office and a 40x40 open shop with concrete floors, ideal for small business operations or creative pursuits. The solar array with storage batteries provide essential backup power. Nestled between the award-winning towns of Sherwood and Newberg, this home is surrounded by breathtaking vistas of vineyards, hazelnut orchards, and Christmas tree farms. You will benefit from a Sherwood address yet Yamhill county taxes and Newberg schools. The mature landscaping, enhanced by native plantings, provides year-round beauty and tranquility. Enjoy cycling to Bald Peak State Park and taking in the spectacular views of Yamhill County. Come see for yourself why this is the perfect place to call home. Ask your agent to see the attached remodeling estimates!

16645 NE LEANDER DR, Sherwood

$555,000

3 Beds ⋅ 2 Baths ⋅ 792313286 MLS

Location is everything with this Sherwood Village home! Backing directly to Langer Park, this property offers privacy, nature views, and unbeatable walkability. You’ll be just minutes from Target, Walmart, and Langer’s Entertainment Center, as well as local dining and schools, a perfect blend of convenience and community. Step inside to find vaulted ceilings that create an open, airy feel. The main level features a bright living room, family room, and dining area, plus a kitchen nook overlooking the backyard- ideal for morning coffee or casual meals. You’ll also find a laundry room, half bath, and a bonus room that can flex as an office, playroom, or guest space. Upstairs, the primary suite offers vaulted ceilings, a ceiling fan, dual sinks, and a walk-in closet. Two additional bedrooms provide flexibility for family, guests, or hobbies, with one offering extra storage or flex space. The spacious backyard is ready for your touch, with room to garden, entertain, or simply relax while enjoying your view of the park!

16045 SW RED CLOVER LN, Sherwood

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