4395 Pine Flat Road, Healdsburg, CA, 95448
About This Home
Welcome to 4395 Pine Flat Rd, an elegant Healdsburg estate offering some of the most breathtaking views in Sonoma County. Just minutes from downtown yet worlds away, this extraordinary property blends luxury, comfort, and resort-style amenities on 10+ mostly usable acres. The Main Residence consists of a four-bedroom, five-bathroom home is designed for both entertaining and everyday living. High ceilings, rich wood floors, and expansive windows frame vineyard and mountain vistas at every turn. Highlights include: Chef's kitchen with bar seating and seamless flow to the outdoor dining pavilion, formal dining room and multiple living spaces including a family room, library/office, gym, and wine cellar, main-level suite perfect for guests or multi-generational living, upstairs primary suite with private balcony, sitting area, and generous storage. A spacious detached studio offers flexible use for guests or extended family. Its outdoor entertainment area, complete with fireplace, is ideal for gatherings under the stars. This estate was made for relaxation and play, featuring a sparkling pool & hot tub, tennis court & bocce court, outdoor kitchen & vineyard-view dining, orchard, rose gardens, and raised garden beds, serene spots for birdwatching or simply doing nothing at all.
Getting Around
Car-Dependent
Very Limited Transit
Not Bike FriendlySchools
Construction
Condition
- Year built: 1988
Type & Style
- Home type: SingleFamily
- Architectural style: Mediterranean
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Built-In Refrigerator,Dishwasher,Double Oven,Gas Cooktop,Microwave,Dryer,Washer
- Laundry features: Cabinets,Inside Room
Bathroom
- Level: Main,Upper
Bedroom
- Level: Main,Upper
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
- Partial bathrooms: 1
Dining Room
- Features: Formal Room
- Level: Main
Family Room
- Features: Cathedral/Vaulted,View
- Level: Main
Features
- Cathedral Ceiling(s),Formal Entry,Storage,Wet Bar
- Flooring: Carpet,Tile,Wood
- Number of fireplaces: 4
- Fireplace features: Den,Living Room,Outside
- Fireplace: Yes
Heating & Cooling
- Heating features: Central
- Cooling features: Central Air,MultiZone
Interior Area
- Total structure area: 6,925
- Total interior livable area: 6,925 sqft
Kitchen
- Features: Breakfast Area,Breakfast Room,Butlers Pantry,Kitchen Island,Island w/Sink
- Level: Main
Living Room
- Features: Cathedral/Vaulted,View
- Level: Main
Master Bedroom
- Features: Balcony,Closet,Sitting Area,Walk-In Closet(s)
- Level: Main,Upper
Property
Details
- Parcel number: 131200029000
- Special condition: Standard
Features
- Stories: 2
- Pool features: In Ground,Pool Cover
- Exterior features: Balcony,Covered Courtyard,Outdoor Kitchen,Uncovered Courtyard
- Spa features: In Ground
- Fencing: Gate
- Has view: Yes
- View description: Hills,Mountain(s),Panoramic,Valley,Vineyard
Lot
- Lot size: 10.42 Acres
- Features: Garden,Landscape Misc,Private,Irregular Lot
Parking
- Total spaces: 15
- Parking features: Detached,Enclosed,Electric Vehicle Charging Station(s),Garage Door Opener,Garage Faces Front,RV Possible,Paved
- Has garage: Yes
- Attached garage spaces: 3
- Covered spaces: 3
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Drought
- Earthquake
- Inland Flooding
- Landslide
- Wildfire
How This Home’s Risks Compare
FEMA Declared Disasters in Sonoma County and California
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $40,199 | $482,388 |
| Home Insurance * | $1,784 | $21,408 |
| Property Taxes | $7,627 | $91,524 |
| Electricity | $1,484 | $17,819 |
| Total | $51,094 | $613,128 |
Income You'd Need if You Spent...
California FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-03-04 | Listed for sale | $8,750,000 |
| 2026-01-01 | Listing removed | $8,750,000 |
| 2025-08-22 | Price change | $8,750,000 |
| 2021-11-19 | Listed for sale | $6,250,000 |
| 2021-10-26 | Sold | $6,100,000 |
| 2020-02-21 | Sold | $5,200,000 |
| 2016-06-08 | Sold | $5,500,000 |
| 2006-01-20 | Sold | $4,500,000 |
| 2001-06-29 | Sold | $2,530,000 |
View on Zillow