Middleton Real Estate

Welcome to Middleton, a charming subdivision nestled in the picturesque city of Sherwood, Oregon, located in Washington County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Middleton is known for its beautifully designed homes, featuring modern amenities and spacious layouts that cater to a variety of lifestyles. The neighborhood is characterized by tree-lined streets, manicured lawns, and a welcoming atmosphere that fosters a strong sense of community. Residents enjoy the peace of mind that comes with living in a safe, family-friendly environment, where neighbors become friends and children can play freely.

One of the standout features of Middleton is its proximity to nature. The area is surrounded by stunning parks and scenic trails, perfect for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking leisurely strolls, you'll find abundant opportunities to connect with the great outdoors. Additionally, the nearby Tualatin River provides a serene backdrop for picnics and water activities.

Convenience is key in Middleton, with easy access to local shopping, dining, and entertainment options. The vibrant downtown Sherwood is just a short drive away, offering a variety of boutique shops, restaurants, and community events that bring residents together.

With its combination of beautiful homes, a friendly community, and a prime location, Middleton is more than just a place to live—it's a place to thrive. Discover your dream home in this enchanting subdivision and experience the best of Sherwood living!

Newest Listings in Middleton

$819,000

5 Beds ⋅ 3 Baths ⋅ 266358267 MLS

Don't miss this Modern Great room plan. Bold styling with a wall of windows looking out to a gardener's oasis in back. Chef's dream kitchen with quartz counters, large island, gas cooking and amazing walk in pantry. Main level office/5th bedroom, full bath and additional flex space. Upstairs you'll find a dreamy primary suite, attached bath has double sinks, soaking tub, step in shower and large walk in closet. A spacious bonus/media room, 3 more bedrooms, a full bath and laundry room. Step out back to an urban farmers paradise. Extensive organic plantings include dwarf apple, pear and peach trees. Grapes, berries, multiple vegetables and flowers galore. Patio with sun shades, play structure and a green house! In sought after Sherwood schools, just down the street from Middleton Elementary. Easy access to Hwy 99 and just minutes to Wine country. Open house Sat 8/22 from 11-1:00 and Sunday 8/23 from 1:00-3:00.

23904 SW OLD HIGHWAY 99W, Sherwood

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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.