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5050 SW Hilltop Ln

Portland, OR 97221
  • $2,495,000
  • STATUS: Active
  • ON SITE: 77 Days
  • MLS #: 775449704
UPDATED: 50 min ago
$2,495,000
  • 4
    BEDS
  • 1.59
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 5,398
    SQFT
  • $462
    $/SQFT
Type:
Single-Family Home
Built:
1940
County:

School Information

Elementary School:
Middle School:
High School:

Description

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.

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Listing content is copyright © 2026 RMLS™, Portland, Oregon. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS™ of Portland, Oregon. Real estate listings held by brokerage firms other than Ladd Group, Cascade Sotheby's International Realty are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Data last updated 2026-08-15T20:52:07.933.Data deemed reliable but not guaranteed. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. IDX information is provided exclusively for consumers’ personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed accurate by RMLS™ or Ladd Group, Cascade Sotheby's International Realty and should be independently verified.
www.bendpropertysource.com/homes/176994992
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5050 SW Hilltop Ln Portland, OR 97221

  • Price: $2,495,000
  • Status: Active
  • On Site: 77 Days
  • Updated: 50 min ago
  • MLS #: 775449704
4
Beds
3
Baths
1
½ Baths
1.59
Acres
5,398
SQFT
$462
$/SQFT
1940
Built
Neighborhood:
Portland Nw/ Sw/ S, Raleigh Hills
County:
Multnomah
Area:
Portland Nw/ Sw/ S, Raleigh Hills
Elementary School:
Bridlemile
Middle School:
West Sylvan
High School:
Lincoln
Property Description
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.
Exterior Features

Architectural Style Cottage English Attached Garage YN Yes Exterior Description Wood Siding Exterior Features Builtin Hot Tub Garden Patio Raised Beds Yard Garage Type Attached Lot Features Level Private Secluded Lot Size Dimensions 69300 Sq Ft Lot Parking Features Driveway Parking Total 2 Road Surface Type Paved Roof Shake View YN No

Interior Features

Additional Room Description Den Additional Room Level Main Additional Room2 Level Upper Additional Room3 Description Wine Cellar Additional Room3 Level Lower Appliances Builtin Range Dishwasher Island Marble Pantry Range Hood Solid Surface Countertop Stainless Steel Appliance Wine Cooler Basement Crawl Space Finished Bathrooms Full Lower Level 1 Bathrooms Full Main Level 1 Bathrooms Full Upper Level 1 Bathrooms Partial Lower Level 0 Bathrooms Partial Main Level 1 Bathrooms Partial Upper Level 0 Cooling Central Air Cooling YN Yes Dining Room Features French Doors Hardwood Floors Patio Dining Room Level Main Family Room Features Fireplace French Doors Hardwood Floors Patio Family Room Features Cont Vaulted Ceiling Family Room Level Main Fireplace Features Gas Wood Burning Fireplace YN Yes Fireplaces Total 3 Heating Forced Air Mini Split Heating YN Yes Interior Features Hardwood Floors Laundry Marble Tile Floor Vaulted Ceiling Kitchen Features Builtin Range Builtin Refrigerator Hardwood Floors Island Microwave Nook Kitchen Features Cont Marble Wet Bar Kitchen11 Level Main Living Room Features Bay Window Fireplace Hardwood Floors Living Room Features Cont Vaulted Ceiling Living Room Level Main Lower Level Area Total 1894 Main Level Area Total 2367 Primary Bedroom Features Hardwood Floors Primary Bedroom Features Cont Suite Walkin Closet Primary Bedroom Level Main Second Bedroom Features Hardwood Floors Second Bedroom Features Cont Closet Second Bedroom Level Upper Third Bedroom Features Hardwood Floors Third Bedroom Features Cont Closet Third Bedroom Level Upper Upper Level Area Total 917

Property Features

Association YN No Bank Owned YN No Fuel Description Electricity Gas Green Certification YN No Home Warranty YN No Hot Water Description Electricity Tank IDXAddress Display YN Yes Listing Terms Cash Conventional New Construction YN No Property Attached YN No Property Condition Resale Property Sub Type Single Family Residence Senior Community YN No Sewer Public Sewer Short Sale YN No Tax Annual Amount 22832.53 Tax Year 2025 Water Source Public Water Zoning R20

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Listing content is copyright © 2026 RMLS™, Portland, Oregon. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS™ of Portland, Oregon. Real estate listings held by brokerage firms other than Ladd Group, Cascade Sotheby's International Realty are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Data last updated 2026-08-15T20:52:07.933.Data deemed reliable but not guaranteed. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. IDX information is provided exclusively for consumers’ personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed accurate by RMLS™ or Ladd Group, Cascade Sotheby's International Realty and should be independently verified.
 
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Ladd Group, Cascade Sotheby's International Realty
650 SW Bond St, Suite 100
Bend OR, 97702