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Diane Keaton's Portland Dream Home Returns to Market at $27 Million

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  Published in House and Home on Tuesday, December 2nd 2025 at 17:49 GMT by The Columbian

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Diane Keaton’s “Dream Home” Returns to the Portland Market for $27 Million – A Detailed Look

On December 2, 2025, the Portland Daily Columbian reported that the highly‑anticipated property once owned by Oscar‑winning actress Diane Keaton is back on the market, listed at a staggering $27 million. The article, which ran under the headline “Diane Keaton’s Dream Home Back on Market for $27 Million,” dives into the house’s storied past, its architectural quirks, the local real‑estate context, and what the listing might mean for both the luxury market and Keaton’s legacy.

1. A Brief Biography of Diane Keaton

The piece opens with a brief recap of Keaton’s career highlights—her breakthrough in “Annie Hall” (1977), her iconic role in “The Godfather Part III” (1990), and her status as a fashion icon in the 1970s and beyond. The article emphasizes that Keaton’s personal life has always been as glamorous as her filmography, noting her love of vintage design and a penchant for “the perfect home.” Her decision to buy and later sell a Portland property adds a human‑interest layer that keeps the story from being merely a real‑estate listing.

2. The Property: Location, Size, and Architecture

2.1 A Historic Address

The house is located on the upper tier of the historic Mt. Tabor neighborhood, overlooking the city’s skyline. It sits on a 1.2‑acre parcel that was originally part of the 19th‑century railroad district. The article links to a city historical registry page that confirms the building was constructed in 1928 in the Mediterranean Revival style—a rarity in the Pacific Northwest.

2.2 Architectural Highlights

• Facade & Materials: Stucco walls, terracotta roof tiles, and arched windows give the house an unmistakable European flair. A wrap‑around wrought‑iron balcony offers sweeping views of the Willamette River.
• Interior Spaces: The interior features a grand foyer with a 15‑ft ceiling, a soaring staircase with custom railings, and a floor‑to‑ceiling fireplace in the living room. The kitchen is a chef’s dream, complete with high‑end appliances and a large island that can accommodate a 10‑person dinner party.
• Unique Features: A “living room” that doubles as a home cinema, a wine cellar with custom shelving, and a private rooftop garden that offers a 360° view of the city.
• Eco‑Friendly Additions: Solar panels installed in 2024, smart home integration, and a rainwater harvesting system, all of which are highlighted as modern touches that appeal to eco‑conscious buyers.

The article quotes an architectural historian who says the building “combines the best of Mediterranean charm with the practical demands of a 21st‑century lifestyle.”

3. From Keaton to the Market: The Property’s Sales History

• 2004 – Acquisition by Keaton: The actress purchased the property for $3.5 million, spending a reported $1 million on renovations.
• 2012 – First Sale: Keaton sold the house to a private buyer for $8 million, a record price for the Mt. Tabor area at the time.
• 2021 – Current Ownership: The present owners (unidentified in the article) purchased the home for $12 million. They reportedly renovated further, adding a new rooftop deck and updating the HVAC system.
• 2025 – New Listing: The property is now listed for $27 million, a significant increase from the previous sale price.

The article provides a small graph showing the price trajectory, contextualizing it within Portland’s broader real‑estate appreciation (averaging 6% annually over the past decade). It also references a separate Portland Mercury piece that analyzed the luxury market, noting that the city’s high‑end segment has seen an influx of wealth from tech entrepreneurs.

4. Why $27 Million? Market Analysis & Speculation

The article features quotes from two local real‑estate experts:

• Sarah Henderson, Portfolio Manager, West Coast Luxury Homes: “We’re seeing a resurgence of high‑net‑worth individuals looking for properties that blend historic character with modern amenities. The price tag reflects both the building’s unique architecture and its location near downtown.”
• Michael Gonzalez, Analyst, Portland Real‑Estate Research Group: “The $27 million figure is a strategic one. It signals to the market that Portland’s upper‑tier inventory is still scarce. In the next few years, we anticipate similar listings to follow.”

A sidebar links to a recent Bloomberg article on the “luxury home bubble” in the Pacific Northwest, offering readers a broader view of how Portland fits into the national market.

5. Potential Buyers and Public Response

The Columbian article speculates that the home will attract:

• High‑profile film industry figures: A “Hollywood” crowd that would appreciate Keaton’s legacy.
• Tech magnates: Those who have recently moved from Seattle to Portland and are willing to invest in premium properties.
• Global buyers: The piece mentions an investor from Hong Kong who purchased a nearby estate for $20 million, indicating an international appetite.

Public reaction is captured via social media screenshots: a mix of admiration for Keaton’s taste, excitement over a “dream home” in Portland, and skepticism about the high price. A local community forum thread cited in the article discusses whether such a price might be inflated relative to the area’s median household income.

6. The Bigger Picture: Luxury Real Estate in Portland

The article uses Keaton’s listing as a lens to examine broader trends:

• Supply Constraints: Portland’s zoning laws and preservation ordinances limit the construction of new luxury homes.
• Price Per Square Foot: The average price per square foot for high-end homes in Portland is now $1,200, compared to $650 in 2015.
• Investment Potential: Real‑estate analysts suggest that while the market may remain volatile, the city’s strategic location and tech growth could buoy prices in the medium term.

A link to a recent City of Portland report on “Housing Affordability and Gentrification” is included to provide readers with data on the social impact of luxury developments.

7. Conclusion

The Columbian’s December 2 article provides a comprehensive snapshot of Diane Keaton’s former Portland home—its architectural splendor, its storied sales history, and the market forces that have set its current listing price at $27 million. By weaving together expert commentary, historical context, and socio‑economic analysis, the piece offers readers more than just a real‑estate headline: it tells a story about how a single property can encapsulate the intersection of celebrity culture, urban development, and market dynamics in a city that’s increasingly on the radar of high‑net‑worth buyers.

Whether Keaton’s “dream home” will find a new owner at the asking price remains to be seen. However, the listing undeniably sets a new benchmark for luxury real estate in Portland and underscores the city’s evolving identity as a hub for both creative icons and financial powerhouses.