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$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

$649,000
2 Beds 2 Baths 631510630 MLS
** Great Investment Opportunity with Development Potential**Unlock the possibilities with this unique property offering both immediate income and future development potential. Zoned HDR and includes two entitled lots ready for completion. This is an exceptional opportunity for investors, developers, or buyers looking to gain a competitive advantage in today's real estate market.The home has been extensively remodeled over the past two years, featuring a new furnace, air conditioning system, updated paint, modern fixtures, and newer appliances—providing a move-in-ready residence with major improvements already completed. Currently operating as a successful Airbnb, cash-flow report available upon request. This property is offering immediate cash-flow potential while you plan your next steps.For buyers who choose not to develop the additional lots, the property offers an oversized yard with ample space for RV and boat parking, a detached garage, and endless opportunities to create your ideal outdoor retreat. An ADU may be an option (buyer to perform due diligence), adding even more flexibility and long-term value. Whether you're looking to finish the entitled lots and capitalize on development opportunities, expand your rental portfolio, or simply enjoy the benefits of a beautifully updated home with room to grow, this property presents a rare opportunity to build equity and maximize return on investment.**Don't miss your chance to own a property that combines current income, future development potential, and exceptional versatility.**Construction packet available upon request.

20471 SW ROY ROGERS RD, Sherwood

$474,900
3 Beds 1 Baths 292134134 MLS
Ask about our preferred lender rate buy down! First time on the market! This well maintained 3 bedroom, 1.5 bath 2 story home is in the heart of Sherwood on a quiet street! Less than half a mile on side streets to Downtown Sherwood! This home has had one owner and has been lightly lived in and well loved. Spacious living room opens to dining room and kitchen! Dining room with slider opens to backyard with patio perfect for BBQ and entertaining. Magnificently mature and maintained trees in backyard provide privacy and serenity with a flat yard ready for your landscaping dreams! Garden shed is ready for tools and storage. Upstairs boasts the perfect layout of three bedrooms and a full bathroom with tub and shower combo. Carpet throughout the hall and bedrooms with plenty of closet space! One car garage, large driveway, and side of house provides plenty of parking and space for an RV! Archer Glenn Elementary is just .3 miles down the block! Sherwood Middle School is a 9/10 and Sherwood High School is a 10/10! Location is moments to Main St, Sunset BLVD, restaurants, bars, shopping, farmers market, library, green space with Cedar Creek, parks, and more!

23047 SW Saint Charles WAY, Sherwood

$2,854,000
7 Beds 6 Baths 384943534 MLS
Experience the Pacific NW at its best on this extraordinary 19.9-acre private estate. Set behind a stately wrought-iron gate and accessed by a vineyard-lined drive, the property showcases a rare blend of elegance, recreation, and multi-generational living. This custom craftsman home is designed for both grand entertaining and everyday comfort, featuring expansive living spaces, vaulted ceilings, abundant natural light, multiple fireplaces, Brazilian Cherry floors, professional-grade appliances, and sweeping countryside views from every level. The luxurious primary suite serves as a private retreat, featuring its own foyer, coffee station, fireplace, balcony, spa-inspired bath with marble floors, a soaking tub, and an oversized walk-in closet. The walk-out lower level is dedicated to recreation and wellness, offering a large family room, media and game area, exercise room, professional-grade cedar sauna, wine cellar, and flexible space currently used as a recording studio. Outdoor living centers around a spectacular 40,000-gallon Neptune pool, covered deck areas, and panoramic views. A thoughtfully designed flexible or multi-generational living wing provides approximately 2,000 Sq. Ft. of additional living space with 3 bedrooms, 2 baths, office, full kitchen, living room, private entrances, attached garage, and its own outdoor deck, overlooking the pool and forested views. The estate grounds are a destination unto themselves, showcasing professionally landscaped gardens, a dramatic koi pond with cascading water features and oversized boulders, a custom greenhouse with water, power, a circular drive, extensive exterior lighting, and a 19-zone irrigation system. Modern conveniences include 3 heat pumps, 5 climate-controlled zones, an Aquatherm heat exchanger, a high-flow well, and a home security system. This exceptional offering combines privacy, luxury, and comfort on nearly 20 acres in the Chehalem Mountain AVA of Oregon Wine Country.

21029 SW LeBeau RD, 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

$2,250,000
6 Beds 4 Baths 288377015 MLS
Close-in country estate, Sherwood School District, 6 bedrooms, primary bedroom on the main, 6 car garage, motorcourt, RV parking, detached guest house, and VIEW! And it's not too good to be true! This stunning setting in Sherwood Oregon's sought after wine country offers a perfect blend of luxury and natural beauty. Embellished in stone, natural tile, and warm wood accents, this architectural masterpiece boasts a magnificent floor plan designed to live well and entertain in style! Imagine tranquil moments on the back deck or front porch, surrounded by sky-reaching trees... warming up by the wind-sheltered fire-pit where the concrete radiates warmth while you take in the natural views all around you. It's incredible here! The property's top-quality architecture and finishes are evident throughout from the gourmet kitchen adorned with stone and tile accents, to the rich cabinetry and built-ins. The kitchen and dining room flow into the spacious living room with floor to ceiling fireplace and walls of windows that frame the views. You'll also find the primary bedroom on the main, and downstairs, a spacious family/bonus room providing additional space for relaxation, activities watching movies, hosting, and endless possibilities. The estate's expansive outdoor spaces are a testament to its thoughtful design, offering so much room for enjoyment and the captivating presence of nature and wildlife, including the serene ambiance and sound of trickling water from the nearby creek.The expansive driveway affords plenty of parking and play space, and the property's clever positioning lends to its grand appeal, offering the essence of endless nature, with less maintenance required. A detached garage with separate living quarters above rounds out the estate. The carriage house provides versatile options for guests or additional living space. *Square Footage, bedroom and bath quantified for main house and ADU reflecting total living space. A complete list of updates is on file.

17725 NE LEANDER DR, Sherwood

$1,995,000
5 Beds 3 Baths 438858500 MLS
Back on the market through no fault of the home! A clean inspection report is available upon request. Sitting on nearly two private acres with direct access to surrounding forested trails, this exceptional estate offers a rare blend of scale, privacy, and elevated Northwest living. A circular drive creates a grand arrival, leading into soaring 14-foot ceilings, walls of windows, and a dramatic floor-to-ceiling stone fireplace that anchor the main living spaces with both warmth and presence. The chef’s kitchen is fully equipped with Sub-Zero and Wolf appliances, double ovens, prep sink, walk-in pantry, and an oversized eat bar, designed for both everyday living and effortless entertaining. A main-level bedroom with en suite provides flexibility, while the upper-level primary suite is a true showpiece, featuring a private balcony, double-sided fireplace, and a striking, spa-level bath with a jetted soaking tub designed for two and a triple-head shower, along with an expansive walk-in closet. The lower level offers additional living space with a separate entrance, generous storage, and ideal potential for a wine cellar or expanded suite with room to convert the existing half bath to a full. Outdoor living is exceptional, featuring a massive patio with a dramatic stone fireplace, built-in kitchen, dedicated garden with raised beds, beautifully landscaped yard, and storage shed. A full-house Generac generator, smart home features, central vac, custom built-ins, and a striking entry with water feature complete this one-of-a-kind offering.

18421 SW SALMONBERRY DR, Sherwood

$1,100,000
4 Beds 3 Baths 200406948 MLS
$1,100,000 | 4 Bed | 3 Full Bath | 4,781 SF | Garage + large shop. Are you ready for summer 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. This property is more than a home—it's a destination. Come see for yourself why this is the perfect place to call home.

16645 NE LEANDER DR, Sherwood

$1,800,000
4 Beds 3 Baths 517969183 MLS
Exceptional ~36.5 acre equestrian property in a prime location, currently operating as a horse boarding facility with extensive equestrian amenities already in place. The impressive barn features a new roof and 8 total stalls, including 6 walk-out paddock stalls and 2 indoor stalls convertible to a foaling stall. Additional amenities include a horse wash station, tack-up area, and a tack room featuring a half bath and convenient sink and refrigerator area.Train year-round in the oversized 72’ x 198’ indoor dressage arena, complemented by a new 20-meter round pen. The property also includes a hay & shavings barn, additional 2 stall barn, large workshop, storage shed, and a 3-car carport. Fenced and cross-fenced with areas of newer fencing, plus ample turnarounds for trailers, this setup is ideal for boarding, training, or private use.The land itself is equally special, spanning approximately 36.48 acres and offering a pond, creek, and expansive open acreage with flexibility for future agricultural use, pasture, or personal farming, creating a peaceful and functional farm setting. The property consists of two tax lots and is conveniently located with an easy drive to Sherwood, Wilsonville, or Newberg, along with great nearby school options.The 3,324 sqft 4-bedroom, 3-bath home features a full basement providing additional living space, extra bedrooms, a sauna, and flexible use options. The finished basement is mid-remodel, with new lighting already installed and ready for your finishing touches. New heat pump installed in 2023. Upstairs, enjoy newer stainless steel appliances, granite countertops, laminate flooring, and a converted garage for extra living space.A rare opportunity to own a well-appointed equestrian property in a highly desirable location. More photos, property video, and 3D Tour available; visit the Virtual Tours.

29971 SW LADD HILL RD, Sherwood

$2,442,500
6 Beds 5 Baths 385340947 MLS
Original Owner, Custom Sherwood estate — Over sixteen private acres in Oregon’s beautiful wine country featuring an income producing Christmas Tree Farm. This impressive six-bedroom, five-bathroom residence combines luxury and functionality. From the moment you arrive, you’ll notice the attention to detail and smart upgrades that make this property truly stand out. Inside, a flowing floor plan showcases vaulted ceilings, rich millwork, and expansive windows that fill the home with natural light. The gourmet kitchen features high-end appliances, a large island, and seamless flow into the spacious great room — perfect for entertaining or relaxing. The primary suite offers a private retreat on the main floor with a spa-inspired bath and stunning views of the surrounding landscape. Five additional generously sized bedrooms provide flexibility for guests, a second home office, or multi-generational living. Central vacuum and whole house sound system! Step outside to enjoy resort-style amenities. A sparkling, solar heated pool - enjoyable from spring through fall! Large sport court - basketball, pickleball or tennis anyone? Expansive patios to spread out and take it all in. There’s room for recreation, gardening, animals and all your toys. Enjoy mature, fruit producing Kiwi, Pomegranate and Grapes while adding what inspires you to the fertile garden plot, ready for planting. So many ways to enjoying the peace and quiet of country living. This is more than a home — it’s a lifestyle. Experience it all just minutes from charming Old Town Sherwood shops & entertainment, Top-Rated Sherwood Schools and a quick commute to I-5. Welcome to your next chapter!

13680 SW MORGAN RD, Sherwood

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