About this home

Privately gated and situated along a quiet lane in Healdsburg's desirable Madrona Knolls neighborhood, this distinctive wine country residence offers an appealing combination of privacy, expansive valley views, and convenience less than five minutes from Healdsburg Plaza. Surrounded by other established luxury residences, mature trees, and thoughtfully landscaped grounds, the property enjoys a peaceful hillside setting with a sense of seclusion rarely found so close to town. The home's architectural centerpiece is its dramatic great room, where soaring approximately 25-foot windows capture sweeping views across the valley to the distant mountains. Morning sunrises and changing natural light provide an ever-present connection to the surrounding landscape, while vaulted ceilings, rich hardwood flooring, and generous living spaces create a warm and inviting atmosphere. Offering approximately 3,851 square feet, the residence features four bedrooms and three bathrooms, including two spacious primary suites positioned at opposite ends of the home for added privacy. The centrally located kitchen, dining, and great room connect naturally, providing an ideal layout for everyday living, entertaining, and accommodating extended guests. Expansive decks extend the living spaces outdoors, offering exceptional vantage points to enjoy the views while maintaining privacy. Multiple outdoor entertaining areas, a spa, and established landscaping enhance the property's appeal, while the grounds offer potential for a future swimming pool, subject to site feasibility and applicable approvals. A dedicated executive office and private wine cellar with tasting area provide additional flexibility and character. Well suited as a full-time residence or wine country second home, the property also presents potential for future vacation rental use, subject to permit availability, neighborhood limitations, and county approval. Buyers should independently verify eligibility and permitting requirements. With its generous living spaces, private gated entrance, remarkable views, and proximity to downtown Healdsburg, 1017 Westside Road offers a compelling combination of location, lifestyle, and value in one of the area's established hillside neighborhoods.

Facts and features

Schools

• West Side Elementary School

  elementary · K-6 · 1.7 mi

  9

• St. John the Baptist Catholic School

  elementary · 1.3 mi

• The Healdsburg School

  elementary · K-8 · 1.4 mi

• Rio Lindo Adventist Academy

  high · 9-12 · 3.0 mi

Price history

• Nov 8, 2026 · Relisted$2,350,000
• Nov 1, 2026 · Listing Removed—
• Apr 15, 2026 · Listed$2,350,000
• May 4, 2022 · Sold$2,250,000
• Aug 16, 2019 · Listing Removed—
• Aug 16, 2019 · Listing Removed$1,995,000
• Jun 13, 2019 · Listed$1,995,000
• Jun 1, 2019 · Price Changed$1,995,000

Tax history

• 2025$15,778 tax · $1,392,719 assessed
• 2024$15,485 tax · $1,365,412 assessed
• 2023$26,432 tax · $2,295,000 assessed
• 2022$5,380 tax · $451,173 assessed
• 2021$5,326 tax · $442,328 assessed
• 2020$5,148 tax · $437,793 assessed
• 2019$5,037 tax · $429,210 assessed
• 2018$4,936 tax · $420,795 assessed

Home value

$2,326,000

• Collateral Analytics$2,326,000
• Quantarium$2,344,033
• Cotality$2,261,100

Where it is