For Sale11d on market
4395 Pine Flat Road
Healdsburg, CA, 95448 • 95448 • Sonoma County
$8,750,000
$1264/sqft
Down payment assistance available
5Beds
6Baths
6,925Sqft
10.4 acLot
1988Built
Property DNA
Scenic Views
Hills · Mountain(s) · Panoramic · Valley · Vineyard
Mediterranean Style
Built 1988 · 38 years of history
4 Fireplaces
Den · Living Room · Outside
3-Car Garage
Detached · Enclosed · Electric Vehicle Charging Station(s) · Garage Door Opener · Garage Faces Front · RV Possible · Paved
Tile & Wood Floors
Quality flooring throughout
This home is getting attention
Listed 11 days ago · 1,195 views · 60 saves
Market activity
Demand and pricing signals for this listing
1,195 views
People checking out this listing
60 saves
Buyers have saved this home
11 days on market
Recently listed
$1,264/sqft
Price per square foot
Selling Soon Prediction
HighThis home ranks in the top 28% of listings most likely to go under contract soon, based on market activity and demand signals.
Likelihood score
Want the full market analysis?
Get the detailed selling prediction score, comparable sales data, and price trend forecast for this property.
Free · Delivered to your inbox in minutes
About this home
Single Family · Built 1988
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.
Standout features identified
Our analysis highlights rich wood floors, high ceilings, and four-bedroom five-bathroom home as key attractions of this home.
Estimated monthly payment
Based on current rates
$55,177/month
Principal & Interest$43,511
Property Tax$8,750
Insurance$2,917
Down payment20% ($1,750,000)
3%50%
Est. 6.34% rate · 30yr fixed · $7,000,000 loan
Full calculator →Virtual Tour
Open in new tab ↗Loading virtual tour…
At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1988
HeatingCentral
CoolingCentral Air, MultiZone
Parking3 Garage spaces
Lot10.42 Acres
Days on Zillow11 Days
Price/sqft$1,264
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleMediterranean
Year built1988
Stories2
Systems
HeatingCentral
CoolingCentral Air, MultiZone
Water / SewerCistern, Well / Septic Tank
Parking & Outdoor
ParkingDetached, Enclosed, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Front, RV Possible, Paved
Garage3 spaces
Fireplaces4
FencingGate
Lot10.42 Acres
Location & Tax
Neighborhood95448
Annual tax$73,995
Parcel131200029000
Bathrooms & Fees
Full baths5
Partial baths1
Features & details
14 categories of property features
Interior Features
Interior
Cathedral Ceiling(s)
Formal Entry
Storage
Wet Bar
Appliances
Built-In Refrigerator
Dishwasher
Double Oven
Gas Cooktop
Microwave
Dryer
Washer
Flooring
Carpet
Tile
Wood
Heating
Central
Cooling
Central Air
MultiZone
Laundry
Cabinets
Inside Room
Fireplace
Den
Living Room
Outside
Exterior Features
Exterior
Balcony
Covered Courtyard
Outdoor Kitchen
Uncovered Courtyard
Parking
Detached
Enclosed
Electric Vehicle Charging Station(s)
Garage Door Opener
Garage Faces Front
RV Possible
Paved
Lot Features
Garden
Landscape Misc
Private
Irregular Lot
Views
Hills
Mountain(s)
Panoramic
Valley
Vineyard
Pool Features
In Ground
Pool Cover
Utilities
Electricity Connected
Propane Tank Leased
Gas
Propane Tank Leased
Room details
7 rooms detailed
Master Bedroom
Main,UpperBalconyClosetSitting AreaWalk-In Closet(s)
Bedroom
Main,UpperBathroom
Main,UpperDining Room
MainFormal Room
Family Room
MainCathedral/VaultedView
Kitchen
MainBreakfast AreaBreakfast RoomButlers PantryKitchen IslandIsland w/Sink
Listing insights
Market data and value estimates
StatusFor Sale
Days on market11
Est. value$8,570,300
Est. rent$6,809/mo
Tax rate1.14%
Price/sqft$1264
On marketMar 4, 2026
PostedMar 4, 2026
Last sold$6,100,000
MLS statusActive
MLS updatedMar 3, 2026
Tour days9
Views1,195
Favorites60
How are the schools in Healdsburg?
3 schools rated nearby
Location
Healdsburg, CA, 95448
Price history
9 events
DateEventPrice$/sqftSource
Mar 4, 2026Listed For Sale$8,750,000$1,264BAREIS
Jan 1, 2026Listing Removed$8,750,000$1,264BAREIS
Aug 22, 2025Price Change$8,750,000$1,264BAREIS
Nov 19, 2021Listed For Sale$6,250,000$903BAREIS
Oct 26, 2021Sold$6,100,000$881BAREIS
Feb 21, 2020Sold$5,200,000$751BAREIS
Jun 8, 2016Sold$5,500,000$794Public Record
Jan 20, 2006Sold$4,500,000$650Public Record
Jun 29, 2001Sold$2,530,000$365Public Record
Listed For Sale$8,750,000
Mar 4, 2026•$1,264/sqft•BAREIS
Listing Removed$8,750,000
Jan 1, 2026•$1,264/sqft•BAREIS
Price Change$8,750,000
Aug 22, 2025•$1,264/sqft•BAREIS
Listed For Sale$6,250,000
Nov 19, 2021•$903/sqft•BAREIS
Sold$6,100,000
Oct 26, 2021•$881/sqft•BAREIS
Sold$5,200,000
Feb 21, 2020•$751/sqft•BAREIS
Sold$5,500,000
Jun 8, 2016•$794/sqft•Public Record
Sold$4,500,000
Jan 20, 2006•$650/sqft•Public Record
Sold$2,530,000
Jun 29, 2001•$365/sqft•Public Record
Tax history
15 years of records
YearTax paidAssessed value
Mar 16, 2025$73,995$6,473,362
Mar 16, 2024$72,610$6,346,438
Mar 16, 2023$71,376$5,470,915
Mar 16, 2022$61,956$5,358,946
Mar 16, 2021$61,297$6,015,050
Mar 16, 2020$69,312$5,953,374
Mar 16, 2019$67,781$5,836,642
Mar 16, 2018$66,512$5,722,200
Mar 16, 2017$63,303$5,610,000
Mar 16, 2016$58,588$5,383,458
Mar 16, 2015$56,435$5,302,595
Mar 16, 2003—$2,560,204
Mar 16, 2002—$2,485,495
Mar 16, 2001—$768,943
Mar 16, 2000—$753,866
Nearby homes
Neighborhood details
Local context around this listing
Healdsburg, CA • Sonoma County
Nearby cities
CalistogaCloverdaleCotatiHealdsburgPetalumaRohnert ParkSanta RosaSebastopol
Nearby zip codes
9543695448
Similar homes
All data, photos, visualizations, and information regarding a property, including the property's compliance with state and local legal requirements and all measurements and calculations of area, have been obtained from various sources, and may include such material that has been generated by use of artificial intelligence. Such information and material have not been and will not be verified for accuracy by the listing broker or the multiple listing service, and are not guaranteed as complete, accurate or reliable. Such information and material should be independently reviewed and verified for accuracy. This information and material are intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2026 Bay Area Real Estate Information Services, Inc. All Right Reserved.
No obligation · Same-day response