SYLVAN HIGHLANDS Homes for Sale

Welcome to Sylvan Highlands, a hidden gem nestled in the lush hills of Portland, Oregon. This serene subdivision is renowned for its picturesque landscapes, vibrant community, and proximity to the city's best amenities. With its tree-lined streets and stunning views of the surrounding mountains, Sylvan Highlands offers a perfect blend of tranquility and urban convenience.

As you explore the homes for sale in this charming neighborhood, you'll find a diverse selection of properties that cater to various lifestyles and preferences. From modern contemporary designs to classic mid-century homes, each residence boasts unique architectural features and spacious layouts, ideal for families and professionals alike. Many homes are set on expansive lots, providing ample outdoor space for gardening, entertaining, or simply enjoying the beauty of nature.

Sylvan Highlands also prides itself on its strong sense of community. The neighborhood is home to friendly residents who take pride in their surroundings, making it a welcoming place for newcomers. Enjoy leisurely strolls through the nearby parks, or take advantage of the numerous hiking trails that wind through the lush greenery of the area. With easy access to downtown Portland, residents can enjoy a vibrant city life filled with dining, shopping, and cultural experiences, all while returning to the peaceful sanctuary of Sylvan Highlands.

If you’re searching for a place that embodies the perfect balance of nature and urban living, look no further than Sylvan Highlands. Explore the available homes for sale today, and discover the enchanting lifestyle that awaits you in this beautiful Portland neighborhood.

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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