SLEEPY HOLLOW Homes for Sale

Welcome to Sleepy Hollow, a hidden gem nestled in the heart of Portland, Oregon! This enchanting subdivision is a serene escape from the hustle and bustle of city life, offering a perfect blend of tranquility and convenience. Surrounded by lush greenery and picturesque landscapes, Sleepy Hollow is an ideal setting for families, professionals, and nature enthusiasts alike.

The homes for sale in Sleepy Hollow reflect a variety of architectural styles, each exuding its own unique charm. From cozy cottages to spacious modern residences, there’s something to suit every taste and lifestyle. Many homes feature stunning outdoor spaces, perfect for enjoying Portland’s mild climate, whether you’re hosting a summer barbecue or simply unwinding with a good book in your garden oasis.

Living in Sleepy Hollow means you’re just a stone’s throw away from Portland’s vibrant culture, renowned dining, and recreational activities. Explore the nearby parks and trails, or take a short drive to the city’s bustling downtown, where you can indulge in local coffee shops, boutiques, and art galleries. With easy access to major highways and public transportation, commuting to work or enjoying a weekend getaway is a breeze.

If you’re searching for a peaceful community with a strong sense of belonging, look no further than Sleepy Hollow. Discover your dream home in this idyllic neighborhood and embrace the lifestyle you’ve always desired. Explore our listings today and take the first step toward making Sleepy Hollow your new home sweet home!

Newest SLEEPY HOLLOW Homes for Sale

$379,900

3 Beds ⋅ 1 Baths ⋅ 113930651 MLS

This Rockwood ranch in the friendly Sleepy Hollow neighborhood has been completely revitalized and is ready for its next owner! From the moment you walk inside you're welcomed into a spacious living room with warm red oak hardwood floors and a large picture window that lets in tons of natural light. New remote-controlled minisplit offers convenient heating and cooling at your fingertips for any season. The kitchen features new stainless steel appliances, a new updated double-bowl sink, concrete countertops and modern cabinets. The bathroom is something out of a magazine, with stunning floor to ceiling tile, hex tile flooring, and a new bathroom vanity with custom woodwork. Each bedroom has timeless hardwood floors that show beautifully and make clean-up easy. The home offers two large bedrooms and one that's perfectly suited for a craft room, smaller company or an in-home office. The spacious 2-car garage offers ample storage with cabinets and a workbench, ideal for both parking or projects - don't miss the updated electrical panel either! Washer & dryer are in the garage and are included with the sale. The backyard is flat and fully fenced, complete with a covered patio and shed. New roof installed in August of 2024, and new water heater installed in July of 2024. Conveniently located by Davis Elementary, East Rockwood Park, Davis Skatepark, and East Rockwood Mini Pitch Park.

101 SE 194TH AVE, Portland

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.