5050 Sw Hilltop Ln, Portland, OR

$2,495,000

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4

Beds

3.1

Baths

5,398

Square feet

1.59

Acres

About 5050 Sw Hilltop Ln

Driving along one of the Southwest Hills most coveted lanes, a story begins to unfold. It starts with the drive itself, past a collection of architecturally significant homes, before opening to a sun drenched 1.59 acre clearing where this charming residence sits with quiet confidence. It's easy to understand the draw: privacy, character, and a setting that feels tucked away from the world. And then there are the gardens. Love at first sight. Originally designed by Wade Pipes, the home captures his English Country style in a way that feels effortless rather than formal. It's less about making a statement and more about how the home makes you feel. The current owners enlisted Jeff Miller, one of Portland's most respected architects for historic and legacy homes, to thoughtfully expand and modernize the property. His addition feels like it has always been here, preserving the original charm and character while making the home work beautifully for the way we live today. Brought to life by Olson & Jones, known for their craftsmanship, the quality and attention to detail are evident throughout. A comprehensive renovation ties it together, creating a home that feels both timeless and current across 5,398 square feet. What truly makes this property special, beyond its undeniable charm, is the relationship between the house and the gardens. The landscape, originally designed by Craig Keist, isn't a backdrop, it's part of daily life here. Stone paths, layered gardens, and sweeping lawns wrap around the home, creating spaces to wander, gather, and enjoy. Windows frame greenery in every direction, and rooms open naturally to the outdoors. A striking oversized chess set anchors the front garden, while beyond, an open field offers room for a sport court, tennis, pickleball, or whatever comes next. Close in, but completely in its own lane, minutes from downtown, shops, freeways, and the airport, connected when you want to be and private when you don't. The next chapter is waiting.

Features of 5050 Sw Hilltop Ln

MLS® # 775449704
Price $2,495,000
Bedrooms 4
Bathrooms 3.10
Full Baths 3
Half Baths 1
Square Footage 5,398
Acres 1.59
Year Built 1940
Type Residential
Sub-Type Single Family Residence
Style Cottage, English
Status Active

Community Information

Address 5050 Sw Hilltop Ln
Area 148 - Portland NW/ SW/ S, Raleigh Hills
City Portland
County Multnomah
State OR
Zip Code 97221

Amenities

Parking Spaces 2
Parking Driveway
# of Garages 2
Garages Attached
Is Waterfront No
Has Pool No

Interior

Interior Features Hardwood Floors, Laundry, Marble, Tile Floor, Vaulted Ceiling(s)
Appliances Built-in Range, Dishwasher, Island, Marble, Pantry, Range Hood, Solid Surface Countertop, Stainless Steel Appliance(s), Wine Cooler
Heating Forced Air, Mini Split
Cooling Central Air
Fireplace Yes
# of Fireplaces 3
Fireplaces Gas, Wood Burning
# of Stories 3
Has Basement Yes
Basement Crawl Space, Finished

Exterior

Exterior Wood Siding
Exterior Features Garden, Patio, Raised Beds, Yard, Built-in Hot Tub
Lot Description Level, Private, Secluded
Roof Shake

School Information

Elementary Bridlemile
Middle West Sylvan
High Lincoln

Additional Information

Date Listed May 29th, 2026
Days on Market 114
Zoning R20
Short Sale No
RE / Bank Owned No

Listing Details

OfficeWhere, Inc.

Listing Map

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