Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$3,495,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 5 Full Baths
  • 2 Partial Baths
  • 8,037 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
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]

Full Property Details for 2023 SW Montgomery Dr

General

  • Price: $3,495,000
  • Taxes: $56,444 (2025)
  • Status: Active
  • Type: Single Family
  • Source: RWMLS
  • MLS ID: 424296881
  • Updated: 2/2/2026
  • Added to Site: 19 day(s) ago

Interior

  • Interior Features: Central Vacuum, Garage Door Opener, Granite, Heated Tile Floor, High Ceilings, Laundry, Marble, Soaking Tub, Tile Floor, Vaulted Ceiling(s), Wainscoting, Wall to Wall Carpet, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Gas
  • Appliances: Built-in Refrigerator, Dishwasher, Free-Standing Range, Granite, Instant Hot Water, Island, Pantry, Pot Filler, Range Hood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 5
  • Partial Bathrooms: 2
  • Upper - Full Baths: 3
  • Main - Full Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: 27 x 14, Upper, 378 Sq. Ft.
  • Bedroom 2: 16 x 12, Upper, 192 Sq. Ft.
  • Bedroom 3: 16 x 16, Upper, 256 Sq. Ft.

Other Rooms

  • Living Room: 25 x 14, Main, 350 Sq. Ft.
  • Family Room: 21 x 12, Main, 252 Sq. Ft.
  • Kitchen: 20 x 16, Main, 320 Sq. Ft.
  • Dining Room: 21 x 11, Main, 231 Sq. Ft.

Exterior

  • Exterior Features: Fenced, Garden, Patio, Yard

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Total Spaces: 1
  • Parking Features: Off Street

Location

  • County: Multnomah
  • Subdivision: PORTLAND HEIGHTS
  • Driving Directions: SW Vista to Jackson to Montgomery

School Information

  • Elementary School: Ainsworth
  • Middle School: West Sylvan
  • High School: Lincoln

Community

  • Community Name: 148 - Portland NW/ SW/ S, Raleigh Hills

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Heat Pump
  • Heating Fuel: Electricity

Utilities

  • Sewer: Public Sewer
  • Water: Public Water

Structural Information

  • Property Detached: Yes
  • Architectural Style: Traditional
  • Basement Desc.: Daylight, Exterior Entry, Separate Living Quarters/Apartment/Aux Living Unit
  • Roof: Composition
  • Stories/Levels: 4
  • Square Feet: 8,037
  • Year Built: 2017
  • Property Condition: Approximately

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,583
  • Lot Size: 7, 000 to 9, 999 SqFt
  • Frontage: Paved
  • Lot Features: Corner Lot, Level

Green Features

  • Green Certified: Yes

Financial Considerations

  • Tax Amount: $56,444.44
  • Tax Year: 2025
  • Terms: Call Listing Agent, Cash, Conventional

Disclosures and Reports

  • Legal Description: CARTERS ADD TO P, BLOCK 65, LOT 4&5 TL 1100
  • Disclosures/Reports: Disclosure
  • Property ID: R128428

Listed by Windermere Realty Trust (503) 227-5500, Macey Laurick (503) 730-4576

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 2023 SW Montgomery Dr —

  • Macey Laurick

    Windermere Realty Trust

    503-227-5500

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Get a Great Insurance Rate

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 2023 SW Montgomery Dr

School District:Portland School District 1j
NameGradesDistance
Ainsworth Elementary School
2425 Southwest Vista Avenue, Portland, OR 97201
K-50.2 mi
West Sylvan Middle School
8111 Southwest West Slope Drive, Portland, OR 97225
6-83.1 mi
Lincoln High School, Portland, OR
1750 Southwest Salmon Street, Portland, OR 97205
9-120.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2023 SW Montgomery Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/02/2026
Listed
$3,495,000
9.22%
MLS
3/03/2021
Sold
$3,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2023 SW Montgomery Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$56,444
2%
$2,175,460
3%
2024
$55,316
2%
$2,112,100
3%
2023
$54,246
4%
$2,050,590
6%
2021
$52,212
-2%
$1,932,890
-3%
2022
$53,111
2%
$1,990,870
6%
2021
$52,212
13%
$1,876,600
3%
2019
$46,133
-18%
$1,821,950
-18%
2018
$56,467
58%
$2,230,750
56%
2017
$35,847
67%
$1,434,550
58%
2016
$21,438
59%
$910,230
14%
2015
$13,453
-23%
$801,530
-4%
2014
$17,458
33%
$836,440
20%
2013
$13,163
—
$698,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2023 SW Montgomery Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Windermere Realty Trust (503) 227-5500, Macey Laurick (503) 730-4576

Just Listed near 2023 SW Montgomery Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5220 SE King Rd, Milwaukie, OR 97222 - Photo 1 Just Listed
$574,950
Open House

5220 SE King Rd  Milwaukie, OR 97222

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,108
    Sq. Ft.
Listed by Tanya Christensen (503) 899-9644
10400 SE Cook Ct, Milwaukie, OR 97222 - Photo 1 Just Listed
$129,999

10400 SE Cook Ct  #166  Milwaukie, OR 97222

  • Manufactured Home
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,404
    Sq. Ft.
Listed by Windermere Northwest Living, Randi Alldritt
4160 SE Harvey St, Milwaukie, OR 97222 - Photo 1 Just Listed
$470,000
Open House

4160 SE Harvey St  Milwaukie, OR 97222

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,538
    Sq. Ft.
Listed by Move Real Estate Inc, Casey Hilton
16610 SE Harold Ave, Milwaukie, OR 97267 - Photo 1 Just Listed
$539,000
Open House

16610 SE Harold Ave  Milwaukie, OR 97267

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,572
    Sq. Ft.
Listed by Move Real Estate Inc, Lillian Foster

Price Reduced near 2023 SW Montgomery Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

19319 SE River Rd, Milwaukie, OR 97267 - Photo 1 Price Reduced
-$50,000 (-3.33%)
$1,449,950

19319 SE River Rd  Milwaukie, OR 97267

  • Single Family
  • Active
  • Updated 1 day ago
  • 9
    Beds
  • 4
    Total Baths
  • 4,118
    Sq. Ft.
Listed by Great Western Real Estate Co, Cornell Mann and Great Western Real Estate Co, Cris Marin
9612 SE 78th Ave, Milwaukie, OR 97222 - Photo 1 Price Reduced
-$2,000 (-0.5%)
$397,000

9612 SE 78th Ave  Milwaukie, OR 97222

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,217
    Sq. Ft.
Listed by Move Real Estate Inc, Adrienne Brinkerhoff
14758 SE Raintree Ct, Milwaukie, OR 97267 - Photo 1 Price Reduced
-$30,000 (-5.09%)
$559,000
Open House

14758 SE Raintree Ct  Milwaukie, OR 97267

  • Single Family
  • Active
  • Updated 22 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,556
    Sq. Ft.
Listed by Keller Williams Sunset Corridor, Sarita Dua
2710 SE Courtney Ave, Milwaukie, OR 97222 - Photo 1 Price Reduced
-$10,000 (-11.76%)
$75,000

2710 SE Courtney Ave  Milwaukie, OR 97222

  • Manufactured Home
  • Active
  • Updated 18 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 600
    Sq. Ft.
Listed by John L. Scott Sandy, Alyssa Hunter

Recent Sales near 2023 SW Montgomery Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1546 S Military Rd, Portland, OR 97219 - Photo 1 Sold
$3,600,000

1546 S Military Rd  Portland, OR 97219

  • Single Family
  • Sold
  • 5
    Beds
  • 3
    Total Baths
  • 5,428
    Sq. Ft.
Listed by Real Broker, Allison Williams and Real Broker, Carolyn Spurlock
Sold by Windermere Realty Trust, Erin Rothrock
13150 SW Iron Mountain Blvd, Portland, OR 97219 - Photo 1 Sold
$3,900,000

13150 SW Iron Mountain Blvd  Portland, OR 97219

  • Single Family
  • Sold
  • Updated 11 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 6,923
    Sq. Ft.
Listed by Living Room Realty, Yonette Fine
Sold by Windermere Realty Trust, Karen McLaughlin

2023 SW Montgomery Dr, Portland, OR 97201 (MLS# 424296881) is a Single Family property with 6 bedrooms, 5 full bathrooms and 2 partial bathrooms. 2023 SW Montgomery Dr is currently listed for $3,495,000 and was received on February 02, 2026. Want to learn more about 2023 SW Montgomery Dr? Do you have questions about finding other Single Family real estate for sale in Portland International Airport? You can browse all Portland International Airport real estate or contact a Coldwell Banker agent to request more information.

Tour this property