For empty nesters in Los Altos, Mountain View and Sunnyvale, weekend getaways are most appealing when they are close enough for easy travel and meaningful enough to justify a second-home purchase. Many Silicon Valley homeowners, particularly those familiar with the stability of Los Altos real estate, are now looking beyond primary residences toward lifestyle-driven investments within a few hours of home.
From wine country to the Northern California coast, these destinations are consistently popular with Silicon Valley buyers seeking weekend retreats that also offer long-term real estate value, rental potential and market resilience.
Healdsburg, Sonoma County
For homeowners in Los Altos and Mountain View, Healdsburg is one of the most accessible and desirable wine country escapes. Located roughly two hours north of Silicon Valley, the town offers a refined yet relaxed atmosphere with a walkable downtown plaza, acclaimed restaurants and easy access to vineyards in Sonoma, Russian River, and Dry Creek valleys. It appeals to empty nesters who value comfort, culture, and low-key luxury.
Healdsburg real estate continues to attract second-home buyers from Sunnyvale and the greater Silicon Valley region. Strong tourism demand, limited inventory and a reputation for high-end experiences have helped support long-term property values. Many buyers view the market similarly to Los Altos real estate; competitive, but historically resilient.
Mendocino
Mendocino offers a dramatic coastal escape for Silicon Valley residents willing to venture slightly farther for privacy and natural beauty. Known for its historic architecture, artistic culture and rugged Pacific views, the town provides a sharp contrast to the fast pace of the South Bay. Empty nesters often gravitate toward Mendocino for its quiet charm and connection to nature.
From a real estate perspective, Mendocino’s strict development limits and strong identity help preserve value. Second homes in the area appeal to buyers seeking uniqueness rather than volume, and demand remains steady among Northern California vacationers. For Silicon Valley investors, it represents a lifestyle-driven complement to urban real estate holdings.
Santa Cruz
Santa Cruz remains one of the most popular weekend destinations for Los Altos residents due to its proximity and diverse lifestyle offerings. Less than two hours away, the coastal city combines beaches, redwood forests, and a lively downtown, making it suitable for both active weekends and longer stays.
Santa Cruz real estate benefits from strong demand and limited supply, similar to many Silicon Valley markets. Short-term rental interest, particularly near the coast, remains high, while long-term appreciation has been supported by geographic constraints and consistent buyer interest from tech professionals and retirees alike.
Carmel-by-the-Sea and the Monterey Peninsula
Carmel-by-the-Sea is a longtime favorite among Los Altos homeowners seeking a classic California coastal retreat. The area offers a polished, slower-paced lifestyle with world-class golf, coastal trails and a strong arts presence. For empty nesters accustomed to the quality of life found in Los Altos real estate, Carmel delivers a comparable sense of exclusivity and charm.
Real estate on the Monterey Peninsula has a well-established track record as a second-home market. Limited inventory and international appeal help support property values, while consistent tourism sustains demand. Many Silicon Valley buyers view Carmel as a legacy investment rather than a short-term play.
Bodega Bay
Bodega Bay offers an understated coastal option for Mountain View and Sunnyvale residents looking for a quieter escape without excessive travel time. Located north of San Francisco, the town is known for its sweeping ocean views and relaxed pace. It appeals to empty nesters seeking simplicity and space rather than crowds.
Real estate in Bodega Bay often presents a lower entry point compared to more prominent coastal destinations, making it attractive for Silicon Valley buyers entering the second-home market. Demand remains steady due to limited development and the town’s proximity to major Bay Area population centers. Please don’t hesitate to let me know if you find your weekend getaway, as I can find the best agent for your location.
ABOUT LYNN NORTH
Lynn North brings over 20 years of experience helping clients buy and sell homes across the Peninsula and South Bay. A fourth-generation Bay Area resident, she combines deep local knowledge with a personal, hands-on approach to every listing. By focusing on one property at a time, Lynn provides unmatched attention and guidance, consistently achieving outstanding results with many homes selling within weeks and often above asking price. Recognized as a top agent in Los Altos and ranked among the Top 1.5% of Realtors® nationwide in 2025, Lynn’s expertise and dedication make her a trusted partner for buyers and sellers alike.