The Los Altos Trifecta: Three Homes, Three Ways to Live in Los Altos
Los Altos & Los Altos Hills, CA 94022 & 94024 Part 3 of our series on how different homes, and different marketing strategies, meet different buyers.
By Eric & Janelle Boyenga | Boyenga Team, Compass | Property Nerds®
In the first two posts of this series, we compared two Fairglen Eichlers in San Jose (one sold on the open market, one offered privately) and two Palo Alto homes a century apart (a 2019 modern home and a 1912 Craftsman). For part three, we're completing the trifecta in Los Altos with three properties that show just how much variety one of Silicon Valley's most sought-after communities offers.
One is a remodeled traditional home that just sold. One is brand-new construction steps from Old Los Altos. And one is a rare Los Altos Hills estate opportunity, now Coming Soon, with architectural plans already designed.
Same great schools, same village charm, three very different ways to live.
The Trifecta at a Glance
1. 11725 Winding Way, Los Altos (94024): The Remodeled Traditional
Status: Sold, $4,200,000
Style: Traditional / Cape Cod, built 1992 and beautifully remodeled
Bedrooms / baths: 5 bedrooms, 4 baths
Living area: approx. 3,127 sq ft on three levels*
Lot: approx. 6,500 sq ft*
Best for: buyers who want space, character and move-in-ready updates
2. 562 Palm Avenue, Los Altos (94022): New Construction in Old Los Altos
Status: Active, offered at $6,498,000
Style: Brand-new 2026 construction, modern farmhouse
Bedrooms / baths: 6 bedrooms, 5 baths total
Living area: approx. 3,383 sq ft total: a 2,261 sq ft main home plus a 1,122 sq ft second residence*
Lot: approx. 6,850 sq ft*
Best for: multigenerational families and buyers who want everything new
3. 27600 Altamont Road, Los Altos Hills (94022): The Estate Opportunity
Status: Coming Soon, offered at $4,198,000
The opportunity: a 1.2-acre estate parcel with an existing home, plus fully designed modern plans by Humphreys & Partners Architects
Planned home: approx. 5,800 sq ft main residence, a 1,200 sq ft ADU and a flexible basement level (as designed; subject to City approvals)
Best for: buyers who want to build a signature modern estate without starting from scratch
*Per MLS or listing materials; buyer to verify.
Home #1: 11725 Winding Way, the Remodeled Traditional
Tucked into a quiet pocket of Los Altos near the Los Altos Hills border, 11725 Winding Way shows how a well-built 1990s home can feel fresh again. The home spreads across three thoughtfully designed levels, starting with a dramatic entry. A stone fireplace anchors the living space, and the remodeled kitchen features quartz counters and a gas cooktop.
With five bedrooms and four full baths, there's room for everyone: a primary suite with a walk-in closet, flexible bedrooms for guests or home offices, and multiple fireplaces for cozy evenings. Outside, a private, relatively level backyard is shaded by a majestic oak tree with views toward the hills. Multi-zone heating, EV charging and a two-car garage round out the practical upgrades.
The result: represented by the Boyenga Team, 11725 Winding Way recently sold for $4,200,000. It's a reminder that in Los Altos, updated, well-presented homes in quiet settings remain in high demand.
Location highlights: close to downtown Los Altos, the Rancho Shopping Center and Rancho San Antonio Open Space Preserve, with Loyola Elementary about a mile away (buyers should always verify school assignments).
Home #2: 562 Palm Avenue, New Construction in Old Los Altos
For buyers who want brand-new, 562 Palm Avenue is a rare find in coveted Old Los Altos: new construction completed in 2026 on a lot of about 6,850 square feet.
What sets it apart is the layout. The property includes two homes in one:
A 2,261 sq ft main residence with four bedrooms, including two primary suites, a chef's kitchen with custom cabinetry and premium appliances, a formal living room with a fireplace, and expansive glass doors to the outdoors.
A 1,122 sq ft second residence with two bedrooms, ideal for extended family, long-term guests, a nanny or au pair, or a private office.
Solar panels and EV charging bring the home up to modern energy standards. And its location puts you within walking distance of village-style downtown Los Altos, with its shops, cafés and the weekly farmers' market.
Want the full story? Read our deep dive: 562 Palm Avenue: A Modern Farmhouse Designed for the Way Families Live Today.
Home #3: 27600 Altamont Road, the Coming Soon Estate Opportunity
The third home in our trifecta is Coming Soon, previewing ahead of its full MLS launch, and that timing is by design.
27600 Altamont Road sits along one of Los Altos Hills' most prestigious and tightly held corridors. It's a 1.2-acre estate parcel with an existing home, offered with fully designed, shovel-ready architectural plans by the internationally recognized modernist firm Humphreys & Partners Architects.
The planned residence includes:
About 5,800 square feet of main living space with clean modern lines and seamless indoor–outdoor flow
A 1,200 sq ft ADU for guests, multigenerational living or a private executive office
A flexible basement level for wellness, wine, media or extra living space
Sightlines designed around privacy, natural light and long views of the Hills
For buyers, the appeal is speed and certainty. Instead of starting with raw land, you start with a site and a design that are already worked out, and the existing home can make financing simpler than buying vacant land. (All plans remain subject to Town of Los Altos Hills review and approvals.)
The setting is quintessential Los Altos Hills: quiet, private and green, with nearby hiking and equestrian trails and the open space of Byrne Preserve. Yet downtown Los Altos, Palo Alto and Silicon Valley's major tech campuses are just a short drive away.
Why Altamont Is Coming Soon: Compass 3-Phased Marketing
Not every home is best launched on Zillow on day one. 27600 Altamont Road is in Phase 2 of Compass's 3-Phased Marketing Strategy:
Phase 1: Compass Private Exclusive. The property is shared privately with agents across the Compass network to test pricing and gather feedback, with no public days on market.
Phase 2: Compass Coming Soon (where Altamont is now). The home is shown publicly on Compass.com to build buyer demand before it hits the MLS, so days on market haven't started counting and there's no price-drop history.
Phase 3: Full Market Launch. The property goes live on the MLS and all major portals, armed with real pricing insight and an engaged buyer pool.
Compass reports that homes pre-marketed this way have closed for a 4.6% higher price, gone to contract 34% fasterand been 29% less likely to see a price drop (Compass data, 12 months ending March 2026). For a one-of-a-kind estate opportunity like Altamont, the Coming Soon phase gives serious buyers a head start before the full public launch.
Interested in Altamont? Get in before it hits the MLS: call or text the Boyenga Team at (408) 373-1660 for plans, details and a private showing.
Which Los Altos Lifestyle Fits You?
Choose Winding Way-style living if you want generous space, a classic look and updates already done, in a quiet neighborhood setting.
Choose Palm Avenue if you want everything new, a walkable Old Los Altos location, and a second residence for family or work.
Choose Altamont if you dream of building a signature modern estate on more than an acre, with the design already complete.
Whichever you choose, Los Altos delivers the fundamentals: highly rated public schools, a charming downtown, beautiful open space and a central Silicon Valley location.
Work with the Property Nerds®
Eric & Janelle Boyenga have helped Los Altos and Los Altos Hills buyers and sellers for decades. As the Property Nerds®, they dig into the details that matter: tract history, school boundaries, building plans, pricing data and the best launch strategy for every home.
Ready to explore Los Altos? Call or text Eric & Janelle Boyenga at (408) 373-1660 or email homes@boyenga.com.
Boyenga Team | Compass | DRE 01254725 / 01254724
Read the full series:
Part 1: [Two Fairglen Eichlers, Two Paths to Market: 1673 & 1669 Fairwood Avenue]
Part 2: [A Tale of Two Palo Alto Homes: 3080 South Court & 770 Everett Avenue]