Nestled in Northern California’s breathtaking landscapes, these five extraordinary properties embody luxury, privacy, and a profound connection to nature. From grand residences with soaring ceilings and sweeping vineyard views to serene country retreats and expansive estates ripe for custom builds, each offers spacious living and exclusive settings. Located across coveted addresses like Hayfields Rd and Bennett Valley Road, they promise unparalleled access to rolling hills, outdoor trails, and the region’s iconic beauty. Discover homes that redefine elegance and harmony with the land.
654 Chaparral Circle | $2,995,000


Mark Lesti, Christine Lesti & Ted Stumpf

Mark Lesti, Christine Lesti & Ted Stumpf
Perched atop the prestigious Silverado Country Club, this grand residence offers an elevated lifestyle with breathtaking panoramic views. Spanning three levels, the home captivates with soaring ceilings and a dramatic staircase that sets a tone of elegance. The expansive primary suite serves as a private retreat, while an abundance of windows invites streams of natural light, illuminating every corner and framing the stunning surroundings. Two full-length decks provide the perfect vantage points to soak in the picturesque vistas, blending indoor and outdoor living seamlessly. Set within a secure gated community, the property ensures privacy and exclusivity, complemented by striking front landscaping that enhances its commanding presence. Here, neighbors are a comfortable distance away, yet the sense of community and added perks create a welcoming atmosphere, making this home a true sanctuary of luxury and serenity.
- Price:
- $2,995,000
- Size:
- 4,933 sq ft
- Contact:
- Mark Lesti, Christine Lesti & Ted Stumpf, Windermere Real Estate, 707.320.8950 , 707.320.8999 , 707.246.9825
Country Living In Portola Valley 3 Miles To 280 | $2,975,000


Cutty Smith

Cutty Smith
Tucked away in a tranquil valley setting, this charming rancher embodies the essence of peaceful country living while maintaining easy access to modern conveniences. Surrounded by breathtaking natural beauty, the property offers direct access to scenic trails, perfect for hiking, biking, or simply unwinding in the outdoors. Inside, the thoughtfully updated home features four spacious bedrooms and two bathrooms across multiple living areas. Soaring cathedral ceilings, skylights, and expansive windows flood the space with natural light, creating an airy and inviting ambiance. The modern kitchen boasts stainless steel appliances, while a separate laundry room includes top-of-the-line LG appliances. Outside, the partially fenced yard serves as a serene retreat with seating and dining spaces, ideal for relaxation or play. With solar panels, an EV charging outlet in the garage, and a location just three miles from Highway 280, this home seamlessly blends rural charm with accessibility.
- Price:
- $2,975,000
- Size:
- 2,490 sq ft
- Contact:
- Cutty Smith, Sotheby’s Realty, 650.580.8286
Vineyard Estate Property | $2,870,000


Richard A Frank & Sarah Clark

Richard A Frank & Sarah Clark
Perched atop the rolling hills of Bennett Valley AVA, this expansive ±60-acre vineyard estate offers a serene mountain retreat with sweeping views of lush vineyards and undulating landscapes. Ideal for crafting your dream home, the property once housed a residence lost to the 2017 fires and now features a finalized 3-bedroom septic system from 2000. Currently, ±5.58 acres of Malbec and ±4.07 acres of Merlot flourish on a VSP trellis system, with distinct spacing in northern and southern blocks. The southwest portion holds potential for replanting ±20 acres of vineyards or pursuing diverse opportunities under LIA zoning. A robust well, drilled in 1998 with an output of ±150 GPM, is complemented by two 2,500-gallon storage tanks. Under the Williamson Act, this estate promises both agricultural heritage and a tranquil lifestyle amidst nature’s splendor.
Size: 60.00 acres
- Price:
- $2,870,000
- Contact:
- Richard A Frank & Sarah Clark, Sterling California Properties, 707.322.8849 , 707.486.4308
125 Lyell Street | $2,789,000


Cheryl J. Maloney & Robert L. Gibson

Cheryl J. Maloney & Robert L. Gibson
Tucked away on a serene street, this historic Craftsman home exudes timeless charm and character, having been lovingly preserved for over 50 years. Surrounded by a vibrant garden of blooming flowers and lush greenery, framed by mature trees and a quaint wooden fence, the property offers a picturesque first impression. Inside, the two-bedroom, two-bathroom residence showcases original wood plank floors, a cozy living room with a rustic wood-burning stove, and a delightful kitchen equipped with a classic Wedgewood stove and built-in cabinetry. Period details, from lath and plaster walls to a charming clawfoot tub, enhance its authentic allure. The expansive backyard serves as a private retreat, featuring three unique outbuildings: a guest cottage with a kitchenette and bath, a practical workshop, and a whimsical playhouse nestled among the foliage. This enchanting property offers a rare storybook setting for a tranquil lifestyle.
- Price:
- $2,789,000
- Size:
- 1,200 sq ft
- Contact:
- Cheryl J. Maloney & Robert L. Gibson, Vanguard Properties, 415.309.2722 , 415.722.6776
Exclusive Fairway Retreat At Silverado Country Club Napa Valley | $2,650,000


Monica Cline-Soulsburg

Monica Cline-Soulsburg
Tucked away in the serene embrace of Napa Valley’s Silverado Oaks, 350 Deer Hollow Drive offers a harmonious blend of elegance and natural beauty within the esteemed Silverado Country Club. This multi-level residence captivates with sweeping golf course views of the lush 8th fairway, visible through expansive windows and sliding doors. Inside, the great room radiates warmth with a custom stone fireplace and abundant natural light, while the NV Designs kitchen impresses with handcrafted cabinetry, a Sub-Zero refrigeration system, and a 36-inch Wolf range. The primary suite serves as a tranquil haven, complete with a spa-like bath and private balcony. Additional levels feature a guest suite, home gym, and thoughtful touches like European oak floors and Lutron lighting. With access to a pool, championship courses, and Silverado’s renowned amenities, this home embodies the finest of Napa Valley living.
- Price:
- $2,650,000
- Size:
- 3,300 sq ft
- Contact:
- Monica Cline-Soulsburg, Compass, 707-208-3041











