4395 Pine Flat Rd

$8,750,000
Price
5
Beds
6,925 Sq. Ft.
$1,264 / Sq. Ft.
6,925
Sq. Ft.
$1,264
per Sq. Ft.

Description

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...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.
  1. Listed by Lisa A Albertson • DRE #01480372 • Brokerage DRE #01486075 • Vanguard Properties

Property Details for 4395 Pine Flat Road

Architectural Style
Mediterranean
View Description
Hills, Mountains, Panoramic, Valley, Vineyard
Cross Street
Hwy 128
Total Parking Spaces
15
LISTING UPDATED: 10/31/2025 08:35 AM

Property Details for 4395 Pine Flat Road

StatusActive
MLS #325075422
Days on Compass125
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1988
Lot Size10.42 AC / 453,895 SF
CountySonoma County

Location

Listing Courtesy of Vanguard Properties, Lisa A Albertson, DRE #01480372
Add your commute

Building Information for 4395 Pine Flat Road

Stories2Year Built1988Building Size-Lot Size10.42 AC / 453,895 SF

Payment Calculator

$43,283 per month

30 year fixed, 6.28% Interest

Principal and Interest

$43,237

Property Taxes

$46

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 4395 Pine Flat Road

Summary
Location and General Information
  • Area/District: Healdsburg
  • Area Short Display: B0500
  • Directions to Property: Hwy 128, past Jimtown, go straight onto Pine Flat Road. Driveway is on the right less that one mile up Pine Flat.
  • Area Long Display: Healdsburg
Taxes and HOA Information
  • Association: No
  • Association Fee: $0
  • APN: 131-200-029-000
Parking
  • Parking Features: Detached, Enclosed, EV Charging, Garage Door Opener, Garage Facing Front
  • Carport Spaces: 0
  • Garage Spaces: 3
  • Open Parking Spaces: 0
Virtual Tour
  • Virtual Media Count: 1
Property
Lot Information
  • Square Footage: 6925.0
  • Square Footage Source: Assessor Auto-Fill
  • Year Built Source: Assessor Auto-Fill
  • Lot Size Source: Assessor Auto-Fill
  • Lot Size Square Feet: 453895.0
  • Lot Features: Landscape Misc, Private, Shape Irregular
  • Property Condition: Updated/Remodeled
Property and Assessments
  • Senior Community: No
  • Picture Count: 76
  • Property Disclaimer: 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.
Utilities
  • Electric: Generator, Photovoltaics Seller Owned, PV-Battery Backup, PV-On Grid, 220 Volts, 220 Volts in Kitchen
  • Sewer: Septic System
  • Water Source: Storage Tanks, Well
  • Utilities: Propane Tank Leased, Solar
Interior and Exterior Features
Exterior Features
  • Driveway/Sidewalks: Gated, Paved Driveway
  • Stories: 2
  • Levels: 2 Story
  • Main Level: Dining Room, Family Room, Full Bath(s), Kitchen, Living Room, Primary Bedroom, Retreat
  • Exterior Features: Balcony, Covered Courtyard, Kitchen, Uncovered Courtyard
  • Pool: Yes
  • Pool Features: In Ground, Pool Cover
  • Pool: Yes
Interior Features
  • Heating: Central
  • Cooling: Central, MultiZone
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Bathrooms: 6.0
  • Bedrooms: 5
  • Dining Room Features: Formal Room
  • Kitchen Features: Breakfast Area, Butlers Pantry, Island
  • Flooring: Carpet, Tile, Wood
  • Fireplace Features: Den, Living Room, Outside
  • Fireplace: Yes
  • Interior Features: Cathedral Ceiling, Formal Entry, Storage Area(s), Wet Bar
  • Appliances: Built-In Refrigerator, Dishwasher, Double Oven, Gas Cook Top, Microwave
  • Laundry Features: Cabinets, Dryer Included, Inside Room, Washer Included
  • # of Fireplaces: 4
  • # of Rooms: 0
  • Room Type: Den, Dining Room, Family Room, Guest Quarters, Kitchen, Laundry, Living Room, Primary Bedroom 2+, Office, Wine Cellar
Multi Family
Multi-Family Information
  • # of Units: 0
Multi-Family Additional Information
  • 2nd Unit Bedrooms: 1
  • 2nd Unit Approx SqFt: 0.0
  • 2nd Unit Full Baths: 1
  • 2nd Unit Partial Baths: 1
  • 2nd Unit Kitchen: Yes
  • 2nd Unit Occupied: Yes
  • 2nd Unit Rents for: $.00
  • 2nd Unit Type: Detached
Unit 2
  • ADU/2nd Unit: Yes

Property History for 4395 Pine Flat Road

DateEvent & SourcePriceAppreciation
Aug 21, 2025

Listed (Active)

REBAREIS #325075422

$8,750,000
Jan 5, 2024

Sold (Public Record)

Public Record #1525694324

$100,000

-84.4% / yr

Oct 26, 2021

Sold

REBAREIS #321105308

$6,100,000
Oct 26, 2021

Sold

RESFAR #321105308

$6,100,000
Oct 19, 2021

Sold (Public Record)

Public Record #1475661272

$6,100,000

+1.9% / yr

Oct 15, 2021

Pending

RESFAR #321105308

Oct 15, 2021

Pending

REBAREIS #321105308

Sep 4, 2021

Listed (Active)

RESFAR #321105308

$6,250,000
Sep 4, 2021

Listed (Active)

REBAREIS #321105308

$6,250,000
Feb 21, 2020

Sold

REBAREIS #21904033

$5,200,000
Feb 6, 2020

Pending

REBAREIS #21904033

Apr 15, 2019

Price Change

REBAREIS #21904033

$6,250,000
Apr 15, 2019

Listed (Active)

REBAREIS #21904033

$5,500,000
Dec 5, 2018

Withdrawn

REBAREIS #21716719

Aug 14, 2017

Price Change

REBAREIS #21716719

$7,495,000
Aug 14, 2017

Listed (Active)

REBAREIS #21716719

$6,495,000
Jun 8, 2016

Sold

REBAREIS #21613461

$5,500,000
Jun 8, 2016

Pending

REBAREIS #21613461

Jun 8, 2016

Listed (Active)

REBAREIS #21613461

$5,500,000
Jun 8, 2016

Listed (Active)

REMETROLIST #21613461

$5,500,000
May 24, 2016

Sold (Public Record)

Public Record #572535168

$5,500,000

+2.0% / yr

Jan 20, 2006

Sold

RESFAR #20520815

$4,500,000
Jan 18, 2006

Pending

RESFAR #20520815

Jan 17, 2006

Sold (Public Record)

Public Record #173311264

$4,500,000

+13.5% / yr

Jul 5, 2005

Listed (Active)

RESFAR #20520815

$4,995,000
Jun 16, 2005

Expired

RESFAR #20435602

$5,100,000
Nov 19, 2004

Price Change

RESFAR #20435602

$6,000,000
Nov 19, 2004

Listed (Active)

RESFAR #20435602

$5,100,000
Jul 9, 2001

Sold

RESFAR #2104484

$2,530,000
Jul 6, 2001

Pending

RESFAR #2104484

Jun 29, 2001

Sold (Public Record)

Public Record #74320039

$2,530,000
Mar 7, 2001

Listed (Active)

RESFAR #2104484

$2,950,000
DateEvent & SourcePrice
08/21/2025

Listed (Active)

REBAREIS #325075422

$8,750,000
01/05/2024

Sold (Public Record)

Public Record #1525694324

$100,000

-84.4% / yr

10/26/2021

Sold

REBAREIS #321105308

$6,100,000
10/26/2021

Sold

RESFAR #321105308

$6,100,000
10/19/2021

Sold (Public Record)

Public Record #1475661272

$6,100,000

+1.9% / yr

10/15/2021

Pending

RESFAR #321105308

10/15/2021

Pending

REBAREIS #321105308

09/04/2021

Listed (Active)

RESFAR #321105308

$6,250,000
09/04/2021

Listed (Active)

REBAREIS #321105308

$6,250,000
02/21/2020

Sold

REBAREIS #21904033

$5,200,000
02/06/2020

Pending

REBAREIS #21904033

04/15/2019

Price Change

REBAREIS #21904033

$6,250,000
04/15/2019

Listed (Active)

REBAREIS #21904033

$5,500,000
12/05/2018

Withdrawn

REBAREIS #21716719

08/14/2017

Price Change

REBAREIS #21716719

$7,495,000
08/14/2017

Listed (Active)

REBAREIS #21716719

$6,495,000
06/08/2016

Sold

REBAREIS #21613461

$5,500,000
06/08/2016

Pending

REBAREIS #21613461

06/08/2016

Listed (Active)

REBAREIS #21613461

$5,500,000
06/08/2016

Listed (Active)

REMETROLIST #21613461

$5,500,000
05/24/2016

Sold (Public Record)

Public Record #572535168

$5,500,000

+2.0% / yr

01/20/2006

Sold

RESFAR #20520815

$4,500,000
01/18/2006

Pending

RESFAR #20520815

01/17/2006

Sold (Public Record)

Public Record #173311264

$4,500,000

+13.5% / yr

07/05/2005

Listed (Active)

RESFAR #20520815

$4,995,000
06/16/2005

Expired

RESFAR #20435602

$5,100,000
11/19/2004

Price Change

RESFAR #20435602

$6,000,000
11/19/2004

Listed (Active)

RESFAR #20435602

$5,100,000
07/09/2001

Sold

RESFAR #2104484

$2,530,000
07/06/2001

Pending

RESFAR #2104484

06/29/2001

Sold (Public Record)

Public Record #74320039

$2,530,000
03/07/2001

Listed (Active)

RESFAR #2104484

$2,950,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 4395 Pine Flat Road

Taxable ValueLand$34,569Additions-Total$34,569
Tax Record2025$557 ($46 / month)
Home Facts
Lot Size871,200 SqFtStyleVines and Bush FruitsCountySONOMAAPN131-150-009-000

Schools near 4395 Pine Flat Road

This home is within Alexander Valley Union Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Rating
School
Distance
Alexander Valley Elementary School
PublicK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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4395 Pine Flat Road is a single family home for sale in Healdsburg, CA 95448. This property was listed for sale on August 21, 2025 by Vanguard Properties, it's currently listed at $8,750,000. It has been on the market for a total of 125 days and was last sold on January 5, 2024. This listing's school district is Alexander Valley Union Elementary School District. Nearby schools include Alexander Valley Elementary School. 4395 Pine Flat Road is a 5-bed, 6-bath, 6,925 sqft single family home built in 1988.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Vanguard Properties, Lisa A Albertson, DRE #01480372

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.