HILLSDALE Homes with Cottage Style

Welcome to Hillsdale, a charming and vibrant subdivision nestled in the heart of Portland, Oregon. Known for its picturesque streets and a strong sense of community, Hillsdale offers residents a unique blend of suburban tranquility and urban convenience. This delightful neighborhood is situated in Multnomah County, making it an ideal location for those who appreciate the beauty of the Pacific Northwest while remaining close to the bustling city life.

One of the standout features of Hillsdale is its enchanting collection of homes, many of which boast a delightful cottage style. These homes exude warmth and character, with their inviting facades, lush gardens, and quaint architectural details. Picture yourself sipping coffee on your front porch, surrounded by vibrant flowers and the gentle rustle of leaves in the breeze. The cottage-style homes in Hillsdale are perfect for those who appreciate a cozy, intimate atmosphere, while still enjoying modern amenities and a sense of community.

Residents of Hillsdale enjoy access to a variety of local shops, restaurants, and parks, creating a perfect balance between relaxation and recreation. The nearby Hillsdale Farmers Market is a local favorite, offering fresh produce and artisanal goods, while the surrounding parks provide ample opportunities for outdoor activities.

If you’re looking for a place that combines the charm of cottage-style living with the conveniences of city life, Hillsdale in Portland, Oregon, is the perfect neighborhood to call home. Discover the beauty and warmth of Hillsdale, where every street tells a story and every home is a haven.

Newest HILLSDALE Homes with Cottage Style

$799,000

3 Beds ⋅ 2 Baths ⋅ 499541398 MLS

The cutest English cottage you'll find in SW Portland, tucked into one of Hillsdale's most beloved pockets. Surrounded by mature landscaping and a storybook garden filled with pollinator favorites, this home is every bit as charming as it looks. Step inside to a beautiful vaulted living room with exposed beams, a cozy fireplace, and timeless character throughout. The dining room sits at the heart of the home, creating the perfect gathering space, while the charming English-style kitchen offers radiant floor heat, an eat-in nook with a view of Mt. Hood, stainless steel appliances, and delightful details. Two generous main-floor bedrooms share a lovely vintage-inspired bath full of character. Upstairs, the spacious primary suite features a flexible sitting area or office space, its own mini-split heat pump for comfortable summer nights, and a private deck with views of the West Hills. Recent improvements include a brand-new roof, stucco repairs, fresh exterior paint, and updated lighting, adding peace of mind while preserving the home's timeless charm. Energy efficiency is another standout, with an impressive 7 out of 10 Home Energy Score, well above the average of 5. Improvements include added insulation, solar, a tankless water heater, high-efficiency gas furnace, 17 SEER A/C, and a separate mini-split heat pump for the upper floor. The finished lower level has a separate exterior entrance and includes a family room, office, laundry area, and plenty of flexible space for guests, hobbies, or working from home. Outside, the terraced backyard is a gardener's dream, filled with mature & diverse plantings. A detached one-car garage completes the package. Just moments from parks, trails, shops, restaurants, and everything Hillsdale has to offer (including a year-round Farmer's Market), this home is so charming you'll want to put it in your pocket! [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10198067]

6826 SW 10TH AVE, Portland

$729,000

4 Beds ⋅ 2 Baths ⋅ 567517485 MLS

This gorgeous Hillsdale-area home was designed by Smaller Homes Inc. in 1942, along with all the other homes on this charming street. Surrounded by lush organic gardens, this property creates a natural haven for relaxation. The home has great natural light and a beautiful remodeled kitchen with recessed and under-cabinet lighting, custom cabinetry, a Wolf range, two sinks and leathered granite counters. Oak floors have been refinished throughout. The home has two bedrooms and a bathroom on the main level, one bedroom upstairs and a bedroom and full bath on the lower level. The bedrooms are generously sized with great natural light. Many windows have been replaced with high-end Andersen windows. There is an updated electrical panel and EV charger, an updated main water line and sewer line, french drains around the property to help with drainage and a central vacuum system. A newer Lopi certified wood stove insert keeps the house cozy and warm. A long driveway offers plenty of space to park. All this, within easy walking distance to Kelly Park and near Hillsdale shops, library and restaurants. Please note, Zillow BuyAbility is listing incorrect property tax amount. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250336]

4920 SW 31st DR, 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.