5 Wine Country Estates in Healdsburg, Santa Rosa, and Napa

Set at the end of a quiet cul-de-sac in Healdsburg, 801 Samantha Court pairs strong architecture and incredible scale with a premier setting that backs to two neighboring HOA open spaces. The 4-bedroom, 4-bath main residence is designed for grand entertaining and everyday ease, anchored by a dedicated office and a great room with vaulted wood-beamed ceilings that bring warmth and architectural drama. A chef’s kitchen sits at the center, flowing directly to expansive decks for effortless indoor-outdoor living. Two large rumpus rooms add welcome flexibility, while a private gym and abundant storage support an active, organized rhythm. An impressive 8-car garage caters to collections and projects, and an approximately 1,600-square-foot guest retreat includes its own kitchen, bathroom, and laundry. Outside, terraced grounds with organic stone retaining walls, multiple decks, an oversized treehouse, and a firepit create space for long, star-lit evenings.

Along the water’s edge in Lansbrook, this beautifully renovated 5-bedroom home pairs everyday ease with thoughtful flexibility, including a bonus room, loft, and a private sitting area off the primary suite. The 2021 custom kitchen anchors the main level with stainless appliances, double ovens, a walk-in pantry, and an easy connection to a bright living area featuring built-ins and pool views. Luxury vinyl flooring runs throughout the main level, while all bathrooms have been fully updated. Outside, a heated saltwater pool—resurfaced in 2022 with new pavers and equipment—sets the tone for long afternoons at home. Practical upgrades include a 2019 roof, dual A/C systems (2021 & 2023), a 2024 water softener, and a new sprinkler well and pump (2024). A true 3-car garage adds a climate-controlled workshop or gym. With park access and the Lake Tarpon boat ramp nearby, life here is meant to be lived outdoors.

From its elevated hillside setting on a private .71-acre cul-de-sac lot, this custom retreat enjoys panoramic views across Santa Rosa, Sonoma Valley, and beyond, with open space bordering two sides. Terraced gardens, lawn and patio areas, and winding rock pathways shape the landscaped grounds, while an expansive deck off the family room and primary suite captures sunrise light; a covered lower-level deck adds another outdoor perch. Inside, large-format tile flooring leads to formal living and dining rooms with a fireplace and a thoughtfully equipped kitchen featuring an induction cooktop, double ovens, built-in refrigerator/freezer, wine refrigerator, island with sink, and both butler’s and walk-in pantries. The main-level primary suite offers heated floors, a fireplace, picture windows, and patio access, complemented by a spa-like bath with jetted tub, dual vanities, and two walk-in closets. A lower level with second family room, temperature-controlled wine cellar, recreation room, and storage extends the home’s easy rhythm of living.

On a quiet stretch of Napa, this residence is designed for exceptional privacy and an easy rhythm of indoor-outdoor living in the heart of wine country. Thoughtfully planned with versatility in mind, it balances a secluded feel with everyday convenience—set just moments from the acclaimed Silverado Resort, scenic Monticello Park, and the vibrant culinary destination of Oxbow Public Market. The location keeps Napa’s celebrated wineries, dining, and recreation close at hand, while the property’s resort-style amenities underscore a relaxed, stay-in kind of lifestyle. Whether the day calls for a morning walk at the park, an afternoon at the resort, or an evening exploring local food and wine, the setting supports it with ease. Life here reads as private, flexible, and distinctly Napa.

Along the water’s edge on Dry Creek Road in Healdsburg, this 9.63± acre slice of Dry Creek Valley unfolds among the vines, with creekside frontage and Riparian rights that set it apart. The setting feels decidedly bucolic—wine country beauty in every direction—yet town is just seven minutes away, keeping Healdsburg’s everyday pleasures within easy reach. Think farmers market mornings, boutique shopping, and fine dining when the mood strikes, with golf or river rafting also part of the local rhythm.

Size: 9.63 acres