Middleton Homes for Sale

Welcome to Middleton, a charming subdivision nestled in the heart of Sherwood, Oregon, within Washington County. This picturesque community is known for its serene atmosphere, friendly neighbors, and stunning natural surroundings, making it an ideal place for families and individuals alike.

Middleton boasts a variety of homes for sale, catering to diverse tastes and budgets. From cozy single-family residences to spacious modern designs, there’s something for everyone here. Many homes feature open floor plans, updated kitchens, and beautiful outdoor spaces perfect for entertaining or enjoying a peaceful evening under the stars. With a strong emphasis on community, residents often enjoy neighborhood gatherings and events that foster a sense of belonging.

The subdivision is conveniently located near top-rated schools, parks, and recreational facilities, making it a perfect setting for families looking to settle down. The nearby Sherwood town center offers a delightful mix of shops, restaurants, and local amenities, ensuring that everything you need is just a short drive away. For those who enjoy the outdoors, the surrounding area is rich with hiking trails, scenic parks, and lush greenery, providing endless opportunities for exploration and relaxation.

If you’re considering a move to this lovely part of Oregon, now is the perfect time to explore the homes for sale in Middleton. Experience the warmth and charm of this inviting community, where your dream home awaits. Come discover the lifestyle that Middleton has to offer, and join a neighborhood that feels like home.

Newest Middleton Homes for Sale

$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.