Middleton Homes for Sale

Welcome to Middleton, a charming subdivision nestled in the heart of Sherwood, Oregon, within Washington County. Known for its picturesque landscapes and friendly community, Middleton offers a perfect blend of suburban tranquility and convenient access to urban amenities.

As you explore this delightful neighborhood, you will discover a variety of homes for sale that cater to diverse lifestyles and preferences. Whether you are a first-time homebuyer, a growing family, or looking to downsize, Middleton has something for everyone. The homes here are designed with modern living in mind, featuring spacious layouts, contemporary finishes, and beautiful outdoor spaces that invite you to enjoy the stunning Oregon scenery.

Living in Middleton means being part of a vibrant community that values connection and engagement. Residents can take advantage of nearby parks, walking trails, and recreational facilities, making it easy to embrace an active lifestyle. The local schools are highly rated, providing exceptional educational opportunities for families with children. Additionally, Sherwood’s charming downtown area is just a short drive away, offering a variety of shops, restaurants, and entertainment options.

With its perfect balance of nature and convenience, Middleton is an ideal place to call home. If you’re ready to find your dream home in this inviting subdivision, explore our listings today and discover the perfect property that suits your needs. Experience the warmth and charm of Middleton, where community and comfort come together harmoniously.

Newest Middleton Homes for Sale

$819,000

5 Beds ⋅ 3 Baths ⋅ 266358267 MLS

Bold styling in this modern Great Room plan with a wall of windows looking out to a gardener's oasis in back. Chef's dream kitchen with quartz counters, large eat at 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. Hardscaped path winding through extensive organic plantings including 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.

23904 SW OLD HIGHWAY 99W, Sherwood

Start Your Search

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.