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5 Northern California Estates and Development Opportunities in Los Altos Hills, Napa, San Mateo, and San Francisco

By Awais Manzoor

1 min read

Across the Peninsula, Napa Valley, and Twin Peaks, this quintet reflects Northern California’s enduring appetite for retreat without isolation. Set on cul-de-sacs, among mature trees, across acreage, and atop view-rich hillsides, each property leans into privacy while keeping downtown life within reach. Resort-minded outdoor living emerges in estates and new construction alike, where pools, terraces, and entertaining zones extend the home’s footprint. Just as compelling is flexibility, from ADU inclusion and multigenerational layouts to approved splits and planned subdivisions.

14220 Wild Plum Lane | $7,750,000

14220 Wild Plum Lane, Los Altos Hills, CA 94022
14220 Wild Plum Lane, Los Altos Hills, CA 94022
alice&alicia
LISTING AGENT:
Alice & Alicia Nuzzo

Down a quiet cul-de-sac in Los Altos Hills, this five-bedroom, three-and-a-half-bath estate is enveloped by majestic trees, offering a sense of complete privacy with effortless proximity to Downtown Los Altos and top-rated schools. Inside, soaring vaulted ceilings with exposed wood beams set an airy tone, while multiple fireplaces add warmth and rhythm to daily life. Entertain with ease in the formal living room and large formal dining room, then gather in the expansive kitchen with a generous dining area and a separate family room designed for relaxed evenings. A large library and game room invite reading, play, and lingering conversation. Outdoors, a resort-style pool and spa anchor the setting, complemented by an outdoor barbeque area, while the expansive primary suite extends to a deck and seating area for unhurried mornings and quiet nights.

Price:
$7,750,000
Size:
4,955 sq ft
Contact:
Alice & Alicia Nuzzo, Christie’s International Real Estate Sereno, 650.504.2394

Resort Living Minutes From Downtown Napa | $6,145,000

15 Via Del Arroyo Drive, Napa, CA 94559
15 Via Del Arroyo Drive, Napa, CA 94559
stefanjezycki
LISTING AGENT:
Stefan Jezycki

Tucked into the Napa Valley setting, 15 Via Del Arroyo Drive presents a new design-and-build interpretation of wine country living, shaped around light, flow, and the natural beauty of the valley. The main residence is arranged for effortless indoor-outdoor connection, with elevated ceilings, expansive glass, and seamless transitions to a series of terraces and generous gathering areas. Four en-suite bedrooms each introduce a distinct material palette and a private outdoor connection, lending individuality and quiet refinement throughout. A stylish one-bedroom ADU adds flexibility, while outdoor living takes center stage with an outdoor kitchen, a pergola-framed poolside retreat, and an expansive rooftop deck over the garage. Just about a mile from downtown Napa, the experience balances privacy with easy access to dining, wine, culture, and everyday convenience.

Price:
$6,145,000
Size:
3,610 sq ft
Contact:
Stefan Jezycki, Engel & Völkers Napa Valley, 707-738-2945

230 Amherst Avenue | $5,500,000

230 Amherst Ave, San Mateo, CA 94402
230 Amherst Ave, San Mateo, CA 94402
alancanas
LISTING AGENT:
Alan Canas

On a residential street in San Mateo, 230 Amherst Ave offers a rare blank canvas: a for-sale residential property with no additional details provided in the listing description. With the address placing it in the 94402 area, the setting suggests everyday convenience and a neighborhood rhythm—morning walks, quick errands, and an easy return home—without claiming specifics the listing doesn’t state.

Price:
$5,500,000
Size:
3,450 sq ft
Contact:
Alan Canas, Engel & Volkers, 415.298.8940

1793 Monticello Road | $5,500,000

1793 Monticello Road, Napa, CA 94558
1793 Monticello Road, Napa, CA 94558
dexhoelle
LISTING AGENT:
Dex Hoelle

Set on 10 acres in Napa Valley’s sought-after eastern corridor, this historic ranch is being offered for the first time in 125 years, spanning two legal parcels. Recent enhancements add meaningful groundwork for what comes next, including a new high-producing well and an updated septic system. An approved lot split creates a 4-acre parcel and a 6-acre parcel, with the larger homesite containing the existing residence and outbuildings. With potential for multiple structures on both parcels—subject to Napa County regulations—the property supports a range of future uses, from a family compound and guest residences to agricultural improvements or a legacy estate. Minutes from Silverado Resort, Vichy Elementary School, and downtown Napa, it pairs usable acreage and established infrastructure with the kind of long-view flexibility that’s increasingly rare in the valley.

Price:
$5,500,000
Size:
1,696 sq ft
Contact:
Dex Hoelle, Sotheby’s International Realty, 707-204-5517

Twin Peaks Modern Vision | $5,000,000

421-423 Burnett Ave, San Francisco, CA 94131
421-423 Burnett Ave, San Francisco, CA 94131
danmclean
LISTING AGENT:
Dan Mclean

From its elevated Twin Peaks setting, this view parcel offers a rare development opportunity planned for subdivision into two separate lots with approximately 43 feet of combined frontage and sweeping city views. The offering includes plans for two striking contemporary residences, each designed with a legal ADU and conceived to maximize natural light, privacy, indoor-outdoor living, and panoramic vistas. Each proposed multi-level home is arranged around expansive entertaining spaces, luxurious primary suites, multiple bedrooms, and view terraces, with seamless outdoor connections throughout. The legal ADUs add meaningful flexibility—ideal for guests, multigenerational living, home offices, or rental income. With proposed lots of approximately 2,989 and 2,896 square feet, both exceeding the City’s 2,500-square-foot minimum, the project sits near Noe Valley, the Castro, and Twin Peaks trails—an architectural canvas in a coveted hillside neighborhood.

Size:
9,474 sq ft
Contact:
Dan Mclean, Coldwell Banker Realty, 415-850-7613