ridge and knoll perches, gated arrivals, and views that feel inseparable from daily life. Each property balances residential polish with land value, from established vineyard rows and plantable upside to creek, spring, well, pond, and even Russian River frontage. Multi-structure compounds invite multi-generational use and entertaining at scale, while pools, spas, courts, trails, gardens, and barn-style gathering spaces keep the focus firmly outdoors.
Tranquil Wine Country Hilltop Haven | For Sale: $2,750,000 | For Lease: $7,000/mo.


Listing agents: Cody Warren Avetoom & Jeffrey Earl Warren

Listing agents: Cody Warren Avetoom & Jeffrey Earl Warren
From its elevated setting atop Spring Mountain in St. Helena, this 38.18-acre Napa Valley estate opens to sweeping valley views, deep privacy, and room to grow. About an acre is planted to Bordeaux varietals, with roughly nine additional acres deemed plantable by Crop Care Associates—an enticing foundation for future vineyard expansion. Water resources are equally considered, with a private well producing approximately 15 GPM plus a backup spring. The land has never been treated with chemical sprays and is organically maintained, underscoring a thoughtful relationship to the site. Living spaces unfold across a main residence with 4 bedrooms and 4.5 baths, a pool house with 1 bedroom and 1 bath, and a converted barn offering multiple bedrooms and flexible use. A pool and surrounding patios invite unhurried days from sunrise to sunset.
Price: For Sale: $2,750,000 | For Lease: $7,000/mo.
- Size:
- 6,494 sq ft
- Contact:
- Cody Warren Avetoom & Jeffrey Earl Warren, Sotheby’s International Realty, 707.815.0814 , 707.486.1025
1590 McKinley Road | $24,777,000


Listing agents: Erin Lail & Shana Rohde- Lynch

Listing agents: Erin Lail & Shana Rohde- Lynch
Set on five private acres at the end of a long gated drive in Napa Valley, this newly constructed compound channels modern wine country living with a clear architectural point of view. Collaboratively envisioned by architect Alan Page and Bette Abbott Interior Design, and completed in October 2025 by Vine Homes, the grounds unfold as a main residence with two attached garages, two guest houses, and two additional garages—one conceived for a car collector or as an entertainment barn. Expansive interiors are designed for grand-scale gatherings, flowing to a sequence of outdoor spaces that embrace an indoor-outdoor rhythm. Recreation ranges from a pickleball court and bocce court to a fitness area, pool and spa, plus a covered pool lounge with an outdoor kitchen and bar. Cabernet Sauvignon vines, raised culinary gardens, and a private perimeter trail round out the daily experience.
- Price:
- $24,777,000
- Size:
- 8,610 sq ft
- Contact:
- Erin Lail & Shana Rohde- Lynch, Coldwell Banker Broker of The Valley & Compass, 707.333.5596 , 415.264.7101
3370 Passalacqua Road | $10,000,000


Listing agents: Linda Farwell & Samantha Marquis

Listing agents: Linda Farwell & Samantha Marquis
Along the water’s edge in Alexander Valley, this legacy holding unfolds across rolling countryside with nearly 2,000 feet of Russian River frontage. Held by the same family for more than 75 years, the land lies behind the world-renowned Montage Healdsburg and is reached via a private road, lending a sense of seclusion that feels increasingly rare in Wine Country. Sweeping views stretch across mountains, vineyards, the river, and the valley below, shifting with the light from nearly every vantage point. With expansive building potential and a 100-acre minimum lot size, the setting is suited to a dream estate, a multi-generational compound, or a secluded retreat shaped around privacy and open space. Minutes from Healdsburg Plaza, everyday life can balance quiet and culture with ease.
- Price:
- $10,000,000
- Size:
- 527 sq ft
- Contact:
- Linda Farwell & Samantha Marquis, Compass, 707.695.0123 , 707.955.5442
Authentic Tuscany In Healdsburg | $8,295,000


Listing agents: Linda Farwell & Samantha Marquis

Listing agents: Linda Farwell & Samantha Marquis
From its elevated knoll in the rolling hills of Healdsburg, just minutes from the famed Plaza, this gated estate unfolds with sweeping 360 views across vine-draped valleys and golden hills. The main residence blends rustic charm and modern luxury, framed by warm stucco walls, a clay tile roof, and stone paths that wind through fragrant gardens and olive trees. Inside, soaring ceilings set an airy tone, complemented by a private elevator, a butler’s kitchen, and a wine cellar designed for unhurried evenings. French doors open to patios made for dining under the stars, while a sparkling pool, spa, and full-bath changing room shape the rhythm of leisurely afternoons. A one-bedroom guest cottage offers serene vineyard views, and 23.5 acres bring vegetable and flower gardens, fruit trees, and two chicken coops into daily life.
- Price:
- $8,295,000
- Size:
- 6,167 sq ft
- Contact:
- Linda Farwell & Samantha Marquis, Compass, 707.695.0123 , 707.955.5442
A Contemporary Country Compound With Stunning Vineyard Views | $7,995,000


Cyd Greer

Cyd Greer
Set on the western slope of Napa Valley in St. Helena, this contemporary country compound reads as a private vineyard retreat shaped by land, light, and long views. Across 15.44 +/- acres and two legal parcels, the setting unfolds around a 6.44 +/- acre terraced Cabernet Sauvignon and Sauvignon Blanc vineyard—an ever-changing backdrop for daily life. Leisure is thoughtfully woven into the landscape, with a 45-foot-long pool and spa for unhurried afternoons, plus a tennis court for easy routines. A pond and seasonal creek add a quieter rhythm, while mature landscaping creates a sense of established calm. Practical touches, including a barn, reinforce the property’s working-country character. Here, the day naturally moves between vineyard paths, water, and open-sky stillness.
- Price:
- $7,995,000
- Size:
- 6,226 sq ft
- Contact:
- Cyd Greer, Coldwell Banker Brokers of the Valley, 707.322.6825
























