2023 SW Montgomery Dr

8,037 Sq. Ft.
$435 / Sq. Ft.
8,037
Sq. Ft.
$435
per Sq. Ft.

Description

A Masterwork Reimagined in Portland Heights. In the coveted grid of Portland Heights, where tree-lined streets meet timeless architecture, stands a residence that defies convention—a Foursquare Craftsman reborn with uncommon vision and uncompromising craft. This is not mere renovation. In 2017, historic home designer Aram Irwin and luxury builder Randy Chandler undertook a comprehensive reimagining—honoring every authentic detail while engineering a home for the way we live now. Four curated levels...A Masterwork Reimagined in Portland Heights. In the coveted grid of Portland Heights, where tree-lined streets meet timeless architecture, stands a residence that defies convention—a Foursquare Craftsman reborn with uncommon vision and uncompromising craft. This is not mere renovation. In 2017, historic home designer Aram Irwin and luxury builder Randy Chandler undertook a comprehensive reimagining—honoring every authentic detail while engineering a home for the way we live now. Four curated levels unfold with the rhythm of discovery. Sunlight catches hand-selected stained glass. Rich chocolate oak glows against light cream walls. Arts and Crafts details emerge at every turn—not as museum pieces, but as living elements of a home that breathes. At the heart of it all: a kitchen that stops you mid-sentence. The room guests drift toward, the room that makes everyday cooking feel like occasion. Gracious living and dining spaces flow without boundary. Ascend to the top floor and find a soaring retreat where holidays unfold by the fireplace, games stretch into evenings, and everyone has room to breathe—a space designed for the full texture of life well lived. Retreat to a private theater engineered for immersion. Unwind in the Old English–style bar or the warmth of a private sauna. Six bedrooms. Five full baths. Two powder rooms. A private ADU guest suite. Every modern amenity, executed with precision. Nothing wished for; nothing compromised. A striking gated entry announces arrival. An English garden offers quiet refuge. Designer finishes elevate every sightline. The private rear patio and gated flat yard extend living into the open air. Portland’s architectural heritage, thoughtfully preserved and boldly reimagined. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10007749]
  1. Listed by Macey Laurick • Windermere Realty Trust

Property Details for 2023 Southwest Montgomery Drive

Style
Traditional
Subdivision
PORTLAND HEIGHTS
Parking Features
Off Street
View
Trees Woods
Garage Spaces
1.00
Parking Total
1.00
LISTING UPDATED: 02/02/2026 09:41 AM

Property Details for 2023 Southwest Montgomery Drive

StatusActive
MLS #424296881
Days on Market3
Taxes$56,444 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2017
Lot Size0.22 AC / 9,583 SF
CountyMultnomah County

Location

Listing Courtesy of Windermere Realty Trust
Add your commute

Building Information for 2023 Southwest Montgomery Drive

Stories4Year Built2017Building Size-Lot Size0.22 AC / 9,583 SF

Payment Calculator

$21,738 per month

30 year fixed, 6.15% Interest

Principal and Interest

$17,034

Property Taxes

$4,704

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 2023 Southwest Montgomery Drive

Summary
Location and General Information
  • Country: US
  • Directions: SW Vista to Jackson to Montgomery
  • Road Surface: Paved
School Information
  • Elementary School: Ainsworth
  • High School: Lincoln
  • Middle Or Junior School: West Sylvan
Parking
  • Garage Type: Attached, Oversized
Taxes and HOA
  • Tax Year: 2025
  • Tax Annual Amount: $56,444.44
  • Parcel Number: R128428
  • Tax Legal Description: CARTERS ADD TO P, BLOCK 65, LOT 4&5 TL 1100
Virtual Tour
Property
Lot Information
  • Acres: 0.22
  • Lot Description: Corner Lot, Level
  • Lot Size Square Feet: 9583.0
  • Lot Size Range: Sq Ft7000to9999
  • Lot Size: 7,000 to 9,999 Sq Ft
  • SqFt Source: APPRAISER
Property and Assessments
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Water Description: Public Water
  • Property Condition: Approximately
  • Year Built: 2017
Utilities
  • Cooling Description: Central Air
  • Fuel Description: Electricity
  • Heating Description: Heat Pump
  • Hot Water Description: Gas, Tankless
  • Sewer Description: Public Sewer
Interior and Exterior Features
Exterior Features
  • Exterior Description: Wood Siding
  • Exterior Features: Fenced, Garden, Patio, Yard
  • Roof Type: Composition
Interior Features
  • Basement: Daylight, Exterior Entry, Separate Living Quarters Apartment Aux Living Unit
  • Fireplace Description: Gas
  • Fireplaces Total: 3
  • Interior Features: Central Vacuum, Garage Door Opener, Granite, Heated Tile Floor, High Ceilings, Laundry, Marble, Soaking Tub, Tile Floor, Vaulted Ceiling, Wainscoting, Wallto Wall Carpet, Wood Floors
  • SqFt Calculated: 4545
  • SqFt Optional Level: Upper
  • SqFt Optional Level Total: 1469
  • SqFt Lower Level Total: 2023
  • SqFt Main Level Total: 2568
  • SqFt Upper Level Total: 1977
  • Bedrooms Total: 6
  • Stories: 4
  • Baths Total: 5.2
Master Bedroom
  • Room Description: Primary Bedroom
  • Primary Bedroom Additional Features: Double Sinks, Marble, Shower, Soaking Tub, Suite, Walkin Closet
  • Primary Bedroom Level: Upper
  • Primary Bedroom SqFt: 378
  • Primary Bedroom Length: 27
  • Primary Bedroom Width: 14
  • Primary Bedroom Features: Beamed Ceilings, Deck, Fireplace
Bedroom 2
  • Room Description: _2nd Bedroom
  • Bedroom 2 Length: 16
  • Bedroom 2 Width: 12
  • Bedroom 2 Level: Upper
  • Bedroom 2 SqFt: 192
  • 2nd Bedroom Additional Features: Double Closet, Wood Floors
Bedroom 3
  • Room Description: _3rd Bedroom
  • Bedroom 3 Length: 16
  • Bedroom 3 Width: 16
  • Bedroom 3 Level: Upper
  • Bedroom 3 SqFt: 256
  • 3rd Bedroom Features: Bay Window, Beamed Ceilings
  • 3rd Bedroom Additional Features: Double Closet, Wood Floors
Dining Room
  • Room Description: Dining Room
  • Dining Room Features: Balcony, Builtin Features
  • Dining Room Additional Features: Wood Floors
  • Dining Room Length: 21
  • Dining Room Width: 11
  • Dining Room Level: Main
  • Dining Room SqFt: 231
Family Room
  • Room Description: Family Room
  • Family Room Features: Beamed Ceilings, Builtin Features, Family Room Kitchen Combo
  • Family Room Additional Features: Wainscoting, Wood Floors
  • Family Room Length: 21
  • Family Room Width: 12
  • Family Room Level: Main
  • Family Room SqFt: 252
Kitchen
  • Room Description: Kitchen
  • Kitchen Appliances: Builtin Refrigerator, Dishwasher, Free Standing Range, Granite, Instant Hot Water, Island, Pantry, Pot Filler, Range Hood, Tile
  • Kitchen Room Features: Bay Window, Beamed Ceilings, Builtin Range, Builtin Refrigerator, Dishwasher, Eating Area, Family Room Kitchen Combo
  • Kitchen Room Additional Features: Wood Floors
  • Kitchen RoomLength: 20
  • Kitchen RoomWidth: 16
  • Kitchen Room Level: Main
  • Kitchen Room SqFt: 320
Living Room
  • Room Description: Living Room
  • Living Room Features: Bay Window, Builtin Features, Fireplace
  • Living Room additional Features: Wainscoting, Wood Floors
  • Living Room Length: 25
  • Living Room Width: 14
  • Living Room Level: Main
  • Living Room SqFt: 350
Baths
  • Baths Lower Level Full: 1
  • Baths Lower Level Partial: 1
  • Baths Lower Level Total: 1.1
  • Baths Main Level Full: 1
  • BathsMainLevelPartial: 1
  • Baths Main Level Total: 1.1
  • Bathrooms Full: 5
  • Baths Partial: 2
  • Total Bathrooms: 7
  • Baths Upper Leve lFull: 3
  • Baths Upper Level Partial: 0
  • Baths Upper Level Total: 3.0
Additional Room 1
  • Additional Room 1 Description: Guest Quarters
  • Additional Room 1 Length: 19
  • Additional Room 1 Level: Main
  • Additional Room 1 SqFt: 285
  • Additional Room 1 Width: 15
Additional Room 2
  • Additional Room 2 Description: Media Room
  • Additional Room 2 Length: 17
  • Additional Room 2 Level: Lower
  • Additional Room 2 SqFt: 255
  • Additional Room 2 Width: 15
Additional Room 3
  • Additional Room 3 Description: Bonus Room
  • Additional Room 3 Length: 30
  • Additional Room 3 Level: Upper
  • Additional Room 3 SqFt: 720
  • Additional Room 3 Width: 24
Additional Room 4
  • Additional Room 4 Features: Bathroom, Builtin Features, Exterior Entry, Kitchen, Loft
  • Additional Room 4 Additional Features: Marble, Vaulted Ceiling, Wood Floors
Additional Room 5
  • Additional Room 5 Features: Beamed Ceilings
  • Additional Room 5 Additional Features: Wainscoting, Wallto Wall Carpet
Additional Room 6
  • Additional Room 6 Features: Beamed Ceilings, Fireplace
  • Additional Room 6 Additional Features: High Ceilings, Wet Bar, Wood Floors
Multi Family
Multi-Family Information
  • SqFt Approximate Building Total: 8037

Schools near 2023 Southwest Montgomery Drive

This home is within Portland School District 1j.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Charter - K to 5
Rating
School
Distance
Ainsworth Elementary School
PublicK to 5

West Sylvan Middle School
Public6 to 8

Lincoln High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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2023 Southwest Montgomery Drive is a single family home for sale in Portland, OR 97201. This property was listed for sale on February 2, 2026 by Windermere Realty Trust, it's currently listed at $3,495,000. This listing's school district is Portland School District 1j. Nearby schools include Ainsworth Elementary School, West Sylvan Middle School and Lincoln High School. 2023 Southwest Montgomery Drive is a 6-bed, 7-bath, 8,037 sqft single family home built in 2017.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Windermere Realty Trust

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