Exquisite California Estate by Chessler Construction Lists for $8,995,000

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Set within the prestigious Blue Oaks enclave, 1 Redberry Rdg emerges as one of the most striking homes in Portola Valley Real Estate. Listed at $8,995,000, this 6,620-square-foot Craftsman residence was built in 2003 by Chessler Construction, a builder known for precision workmanship and timeless design. The estate sits on 1.3 acres and offers uninterrupted views of the San Francisco Bay and East Bay hills from its upper levels, a rarity even in this exclusive community.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 1

Hugh Cornish of Coldwell Banker Realty, the listing agent, told Luxury Houses Magazine: “Homes in Blue Oaks seldom come to market. This residence combines the privacy of natural surroundings with the sophistication of fine architecture, making it a once-in-a-generation opportunity.”

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 2

The home has never been offered before, underscoring its exclusivity. Its craftsmanship is evident in the millwork, multi-level floor plan, and carefully curated balance of formal entertaining venues with casual family spaces.

SEE MORE: Beverly Hills Legendary Estate with Ocean-to-City Vistas Listed for $75 Million

A Lifestyle Designed for Comfort and Grandeur

Inside, the estate offers five bedrooms and eight bathrooms, with each bedroom featuring a private balcony and an elegantly appointed en-suite. The primary suite is a true retreat, with sweeping Bay views, a spa-like bathroom, and oversized walk-in closets. Complementing these spaces are a media room, professional office, and a family room anchored by one of the home’s three fireplaces.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 3
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 4
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 5

Outdoor living is just as refined. Front and rear terraces extend the entertaining space, while a covered loggia with a fireplace, in-ground spa, and outdoor shower create a year-round sanctuary. The community amenities include a clubhouse and pool, adding to the appeal for those seeking both privacy and connection.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 6
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 7

Cornish noted to Luxury Houses: “The indoor-outdoor flow was designed with California living in mind. Whether hosting an intimate dinner or a grand celebration, the estate adapts beautifully.”

SEE MORE: California Estate Showcasing European Elegance and Lavish Entertaining Asks $15.9M

Transaction History and Market Significance

The property carries a unique provenance in California Real Estate. Public records show it last changed hands in 1999 for $1.5 million before the current residence was built in 2003. Since then, the value trajectory has been remarkable, with Zillow estimating the property today at $8.6 million, reflecting nearly a 50% appreciation in the last decade alone.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 8
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 9
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 10

With its listing price of $8,995,000, the estate positions itself competitively within the upper echelon of the Bay Area luxury market, where limited supply and consistent demand drive enduring value.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 11
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 12

SEE MORE: Masterfully Crafted California Estate by Gallagher Construction Listed for $7,595,000

Blue Oaks Community and Portola Valley Living

Life at 1 Redberry Rdg is enriched by the surrounding 285 acres of open space and scenic hiking trails exclusive to Blue Oaks. Residents enjoy quick access to Portola Valley’s charming town center, fine dining, and boutique shopping. Stanford University and Palo Alto’s vibrant tech hub are just 15 minutes away, making the location equally suited for business leaders and academics.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 13
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 14
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 15

Families are drawn to the area’s highly rated public and private schools, further elevating Blue Oaks’ reputation as one of the most desirable enclaves in the Peninsula.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 16
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 17
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 18

As Cornish summarized to Luxury Houses Magazine: “This estate is not just a home—it’s an experience. It offers privacy, prestige, and proximity in one of California’s most sought-after communities.”

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 19
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 20
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 21

A Rare Opportunity in California Luxury

From its timeless architectural pedigree to its sweeping Bay views and prime community amenities, 1 Redberry Rdg represents a rare opportunity in Portola Valley Real Estate. For discerning buyers, this Craftsman masterpiece delivers on every measure of elegance, comfort, and long-term value.

Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 22
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 23
Exquisite Estate at 1 Redberry Rdg 8995000 California Masterpiece by Chessler Construction 24

For more details, view the Zillow listing or connect directly with the listing agent, Hugh Cornish at Coldwell Banker Realty.

* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*

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