SYLVAN HIGHLANDS Homes for Sale

Welcome to Sylvan Highlands, a hidden gem nestled in the picturesque hills of Portland, Oregon. This charming subdivision is renowned for its stunning natural beauty and serene atmosphere, making it an ideal haven for those seeking a tranquil lifestyle without sacrificing the conveniences of city living. With its lush greenery, mature trees, and breathtaking views of the surrounding landscape, Sylvan Highlands offers a perfect blend of nature and community.

Sylvan Highlands is characterized by its diverse selection of homes, ranging from elegant contemporary designs to timeless traditional styles. Each property is thoughtfully situated to maximize privacy while fostering a sense of community. The homes for sale in this desirable neighborhood cater to a variety of tastes and budgets, making it an excellent choice for families, professionals, and retirees alike. Whether you’re looking for a cozy bungalow or a spacious family home, you’ll find options that meet your needs.

Residents of Sylvan Highlands enjoy easy access to a wealth of outdoor recreational opportunities. With nearby parks, hiking trails, and green spaces, outdoor enthusiasts will find plenty to explore right at their doorstep. Additionally, the neighborhood is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a short drive away.

Discover the charm and tranquility of Sylvan Highlands, where your dream home awaits! Explore our available listings today and take the first step towards making this enchanting community your own.

Newest SYLVAN HIGHLANDS Homes for Sale

$800,000

4 Beds ⋅ 2 Baths ⋅ 602915030 MLS

Tucked away on a private dead-end street, this extraordinary 1912 Craftsman sits on over 1/2 acre of curated gardens and feels more like a country retreat than a city home. A truly magical setting. Mature plantings surround the property on all sides, from an incredible Japanese maple to sky-high rhododendrons, creating a private world where deer and bunnies occasionally wander through. This is urban farming at its finest, with a pond, greenhouse, extensive irrigation, and a 10,000-gallon cistern that collects rainwater for use in the gardens. The quintessential Craftsman exterior features shingle siding, architectural detailing, and a welcoming front porch, while the matching carriage house provides parking for two cars and abundant storage in its basement. The rustic lower level, currently used for gardening and yard tools, offers wonderful potential as a potting area or garden workshop. Inside, the charm and character continue. The formal entry opens to a spacious living room with wood floors and an architect-designed wood stove nook that brings both warmth and efficiency. At the back of the home, the open kitchen and dining area are framed by large windows overlooking the gardens, with doors opening to a private deck that feels suspended among the trees, like a treehouse in the garden. The kitchen features tiles collected by the owners during their travels, adding to the home’s warm, personal character. An office and full bath complete the main level. Upstairs, three cozy bedrooms and a full bath offer treetop views from nearly every window, with the bathroom enjoying an expansive outlook over the gardens and mature trees. The spacious basement offers natural light and a walk-out door to the yard. Thoughtful updates include newer double-pane windows and a newer furnace. Lovingly cared for by the same owners for nearly 50 years, this is a home with a soul, artful, eclectic, and completely unlike anything ordinary.https://rpt.greenbuildingregistry.com/hes/OR1025053 [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250537]

811 SW 58TH AVE, Portland

$598,500

3 Beds ⋅ 2 Baths ⋅ 264568869 MLS

Incredible close-in West Hills opportunity in highly coveted Sylvan Highlands Neighborhood in Ainsworth/West Sylvan/Lincoln High school district! This beautiful, solid mid-century home, on over-sized private lot is craving some love! Let your personal cosmetic finishes make it shine and create instant equity! Fresh paint inside and out, landscaping, and some cosmetics will go a long way! This home received a complete top to bottom remodel just 10 years including a new 50 yr roof, Furnace, Kitchen, Baths and more! The huge fenced "double" back yard has endless opportunities such as Sport Court, detached ADU, elite garden, etc... Sylvan Highlands neighbors The Oregon Zoo & Max Station, and is home to historic tennis center The Racquet Club. Just a few minutes to Downtown, Northwest Portland and Pearl District Restaurants, shopping and entertainment. Instant freeway access for short commutes to Nike, Intel and Hi-Tech Corridor! Washington Park and Forest Park are also nearby. Here's your chance!

4842 SW ELM LN, Portland

$749,900

3 Beds ⋅ 2 Baths ⋅ 521066914 MLS

Tucked down a private drive in Portland's coveted West Hills, this architecturally significant mid-century ranch is a rare find — nearly a quarter acre of flat, private grounds surrounded by mature trees, yet minutes from downtown, Forest Park trails, and NW 23rd. The home's MCM bones are the real story: soaring picture windows that frame the lush greenery, exposed brick, original hardwood and slate floors, built-in shelving, skylights, and an open kitchen-to-dining flow that feels both generous and effortless. The kitchen has been thoughtfully updated with new quartz countertops, a fresh tile backsplash, and newly painted cabinetry — a space that honors the era while meeting today's expectations. New lighting including updated fixtures in the living, dining, and kitchen areas and recessed lighting in the entry spaces. Fresh interior paint top to bottom. A new standing seam metal roof and gutters (2023) mean the big-ticket items are done. Heat pump and gas furnace keep the home comfortable year round.Outside, the flat backyard with paver patio and gardens is a genuine surprise for the West Hills — private, usable, and beautiful. Two-car garage with workshop and EV charger rounds out a home that has very little left to want for. Zoned for Ainsworth Elementary, West Sylvan Middle, and Lincoln High School. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10189074]

4922 SW BARNES RD, Portland

$1,199,000

4 Beds ⋅ 2 Baths ⋅ 617128229 MLS

Expansive windows and soaring ceilings introduce natural light throughout, while warm hardwoods and refined built-ins provide timeless style. Meticulously maintained residence in quiet neighborhood. Newly remodeled gourmet kitchen is the center of this home with stainless appliances and quartz surfaces. Direct access to patio for seamless indoor / outdoor dining and entertainment. Main level primary suite plus home office. Main level family room has its own deck and terraced gardens. Upper level bonus room great for home theater / games / play room. Energy efficient updated windows throughout. Lower level 5 car garage or use for shop and work-out area. Easy upkeep yard. Minutes to downtown Portland or high-tech corridor, local dining and shopping. Unincorporated Washington County.

745 SW 67TH PL, Portland

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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.