This is a weekly Portland Metro Price Alert: a dated, selective roundup of homes around Portland that show notable differences between their original and current list prices. These are chosen properties of interest, not necessarily the five largest reductions across the entire market.
Each selection highlights features and updates worth noting for buyers and agents—things like separate living spaces, major mechanical updates, yard improvements, pools, and prominent mid‑century details—so you can scan what’s changed and why it might matter.
The listings and prices in this article were reviewed on September 23, 2026.
These homes were selected because they combine meaningful price changes with location, property features, condition, or overall buyer appeal compared with other homes in this week’s report.
Availability, pricing, incentives and property details can change at any time.
🏡 This Week’s Portland Metro Price Drops
| Address | Current Price | Original Price | Reduction From Original Price |
|---|---|---|---|
| 938 OAK ST Lake Oswego, OR 97034 | $995,000 | $1,250,000 | About $255,000 |
| 15939 TWIN FIR RD Lake Oswego, OR 97035 | $1,099,000 | $1,250,000 | About $151,000 |
| 1511 WOODLAND TER Lake Oswego, OR 97034 | $1,000,008 | $1,180,000 | About $180,000 |
| 4264 HARVEY WAY Lake Oswego, OR 97035 | $975,000 | $995,000 | About $20,000 |
| 1776 SW MONTGOMERY DR Portland, OR 97201 | $1,395,000 | $1,675,000 | About $280,000 |
1. Farmhouse-Style Home in Lake Oswego
Address: 938 OAK ST Lake Oswego, OR 97034
Current price: $995,000
Original list price: $1,250,000
Reduction from original price: About $255,000
Bedrooms: 3
Bathrooms: 2 full
Square feet: 2,688
Year built: 1920
A 1920 farmhouse sited on an unusually large double corner lot, with the main house plus a detached 1‑bed, 1‑bath ADU cottage (586 sq ft), carriage‑style outbuilding and workshop. Interior details include original fir floors, beadboard, a tin ceiling and a country kitchen; three upstairs bedrooms plus a cozy den with a built‑in daybed. The list reflects a $255,000 difference between original and current prices.
Why I Picked This Home
The combination of a rare double corner lot, multiple outbuildings and a self‑contained ADU creates flexible living and income options. Period details and generous off‑street parking add to the property’s functional and aesthetic appeal.
2. Traditional Home in Lake Oswego
Address: 15939 TWIN FIR RD Lake Oswego, OR 97035
Current price: $1,099,000
Original list price: $1,250,000
Reduction from original price: About $151,000
Bedrooms: 3
Bathrooms: 2 full
Square feet: 2,480
Year built: 1931
A 1931 cottage on a flag lot with extensive updates and an open main level plan. Features include 10‑foot ceilings, hardwood and herringbone tile floors, a floor‑to‑ceiling stone gas fireplace and a well‑equipped kitchen with Sub‑Zero and Viking appliances. The property sits on over one‑third of an acre, has seasonal peek‑a‑boo lake views, and includes an ADU above the detached garage and fenced outdoor spaces.
Why I Picked This Home
Elegant, timeless remodels paired with a large, mature yard and a self‑contained ADU over the garage make the property adaptable for multi‑use living, guest space or rental income while preserving cottage character.
3. Daylight Ranch Home in Lake Oswego
Address: 1511 WOODLAND TER Lake Oswego, OR 97034
Current price: $1,000,008
Original list price: $1,180,000
Reduction from original price: About $180,000
Bedrooms: 5
Bathrooms: 2 full, 1 partial
Square feet: 3,439
Year built: 1977
A 1977 daylight ranch with five bedrooms and two kitchens — one on the main level and a second on the lower level — arranged around a sunroom and pool. The nearly half‑acre lot includes a solar‑heated pool and territorial views. Recent mechanical upgrades are noted, including furnace, heat pump, pool furnace and a tri‑fuel backup generator. The listing notes the buyer should verify ADU possibilities with the city.
Why I Picked This Home
Multiple kitchens, a solar‑heated pool and newer systems plus a tri‑fuel generator give this home broad functional flexibility for extended families or rental configurations on a large lot.
4. Contemporary Home in WALUGA/LAKE GROVE
Address: 4264 HARVEY WAY Lake Oswego, OR 97035
Current price: $975,000
Original list price: $995,000
Reduction from original price: About $20,000
Bedrooms: 4
Bathrooms: 3 full
Square feet: 2,838
Year built: 1978
A 1978 NW contemporary in the Waluga/Lake Grove area with 2,838 sq ft, four bedrooms and three baths, extensively updated in 2023–24. Major system work includes a new roof and Hardie plank siding in 2024 and a new HVAC/AC in 2023. Interior updates include a fully remodeled kitchen, reconfigured island and two gas fireplaces. The property sits on a private cul‑de‑sac lot with a park‑like yard and recent exterior refresh.
Why I Picked This Home
Recent large‑ticket updates to the envelope and mechanicals mean buyers can avoid near‑term replacement costs. The remodeled main level and private, low‑maintenance yard enhance day‑to‑day livability.
5. Renovated Mid-Century in PORTLAND HEIGHTS, WEST HILLS
Address: 1776 SW MONTGOMERY DR Portland, OR 97201
Current price: $1,395,000
Original list price: $1,675,000
Reduction from original price: About $280,000
Bedrooms: 4
Bathrooms: 5 full, 1 partial
Square feet: 5,466
Year built: 1956
A Mid‑Century Modern residence in Portland Heights offering 5,466 sq ft with sweeping city views, gated entry atrium and an elevator. The main level has high ceilings, an open floor plan, sunroom and two primary en‑suites. The lower level adds a fitness room with sauna, an en‑suite guest wing with separate entrance, ample storage and a greenhouse. The list reflects a $280,000 difference between original and current prices.
Why I Picked This Home
Large-scale living areas, city views, an elevator and a lower level outfitted with a sauna and separate guest quarters provide versatile options for entertaining, multi‑room households or home‑based activities.
What Buyers Should Know About Price Reductions
A price reduction is a prompt to dig deeper, not a conclusion. Compare recent nearby sales and adjust for size, lot and upgrades; account for deferred maintenance and repair costs found in inspections; confirm how financing terms and contingencies affect net price; and gauge current local demand and days on market. Use comps, a thorough inspection and clear financing plans to evaluate whether a reduction changes the property’s value to you.
A price reduction can indicate seller motivation, but it can also mean that the original asking price was higher than the market supported.
The reduction itself is only one piece of the puzzle. Buyers should still review comparable sales, property condition, disclosures, inspection findings, financing terms and neighborhood demand before deciding how much value a price change actually creates.
Interested in One of These Homes?
If one of these properties caught your attention, I can send you the current listing details, photos, disclosures, showing availability and recent comparable sales.
Listing information is subject to change. Properties featured in this article may be listed by brokers other than Steven Tran and Diverse Realty Group.
Steven Tran
Oregon and Washington real estate broker serving Portland Metro and Southwest Washington. I work with relocation buyers, first-time and move-up buyers, investors and new construction clients.
Get My Free Portland Relocation Guide
Start comparing Portland neighborhoods, suburbs, housing and local lifestyle before you arrive.
Get the Relocation Guide