4395 Pine Flat Road, Healdsburg, CA 95448
FOR SALE
10.42 ACRES

4395 Pine Flat Road
Healdsburg, CA 95448

  • 5 Beds
  • 6.5 Baths
  • 6,925 sqft (on 10.42 acres)

$8,750,000

Est. Mortgage $51,990/mo*
Get Pre-Qualified

$8,750,000

Est. Mortgage $51,990/mo*
Get Pre-Qualified
5 Beds
6.5 Baths
6,925 sqft
(on 10.42 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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 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.
Contact this Building
Property Website

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$1,264
Listed
88 days ago

Home Details for 4395 Pine Flat Road

Active Status

MLS Status: Active

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1Number of Bathrooms (partial): 1
Dimensions and Layout
Living Area: 6925 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Propane, Propane Tank LeasedAppliances: Built-In Refrigerator, Dishwasher, Double Oven, Gas Cooktop, Microwave, Dryer, WasherDishwasherDryerLaundry: Cabinets,Inside RoomMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,MultiZoneHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Den, Living Room, OutsideSpa: In GroundHas a Fireplace
Gas & Electric
Electric: 220 Volts, 220 Volts in KitchenGas: Propane Tank LeasedHas Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Tile, Wood
View
Has a ViewView: Hills, Mountain(s), Panoramic, Valley, Vineyard

Exterior Features

Exterior Home Features
Fencing: GateExterior: Balcony, Covered Courtyard, Outdoor Kitchen, Uncovered Courtyard
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 15Parking: Detached,Enclosed,Electric Vehicle Charging Station(s),Garage Door Opener,Garage Faces Front,RV Possible,Paved
Pool
Pool: In Ground, Pool CoverPool
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 88

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Mediterranean
Building
Not Attached Property
Property Information
Parcel Number: 131200029000

Price & Status

Price
List Price: $8,750,000Price Per Sqft: $1,264
Status Change & Dates
Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: Healdsburg

Agent Information

Listing Agent
Listing ID: 326017030

Building

Building Area
Building Area: 6925 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: SonomaNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 10.42 Acres

Documents

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.

Listing Info

Special Conditions: Standard

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

Mls Number: 326017030Listing Url
Last check for updates: about 5 hours ago
Listing courtesy of Lisa A Albertson DRE #01480372, (415) 450-7768
Vanguard Properties, (707) 395-3000
Originating MLS: Sonoma
Source: BAREIS, MLS#326017030
Also Listed on BAREIS.

Price History for 4395 Pine Flat Road

DatePriceEventSource
03/04/2026$8,750,000Listed For SaleBAREIS #326017030
01/01/2026$8,750,000ListingRemovedBAREIS #325075422
08/22/2025$8,750,000PriceChange
BAREIS #325075422
11/19/2021$6,250,000Listed For SaleBAREIS #321105308
10/26/2021$6,100,000Sold
BAREIS #321105308
02/21/2020$5,200,000Sold
BAREIS #21904033
06/08/2016$5,500,000Sold
N/A
01/20/2006$4,500,000Sold
N/A
06/29/2001$2,530,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$73,995
Assessment$6,473,362
Home facts updated by county records

Comparable Sales for 4395 Pine Flat Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4030 Old Barn Road, Healdsburg, CA
2.53
Single-Family Home
$6,945,000
06/20/25
4
5.5
7,088
6476 Red Winery Road, Geyserville, CA
0.69
Single-Family Home
$3,300,000
05/22/26
3
3
2,379
6476 Red Winery Road, Geyserville, CA
0.69
Single-Family Home
$3,300,000
05/22/26
3
3
2,379
6114 Red Winery Road, Geyserville, CA
0.73
Single-Family Home
$1,600,000
04/15/26
2
1
1,300
7301 Highway 128, Healdsburg, CA
0.83
Single-Family Home
$1,500,000
07/07/25
3
2
1,798

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 4395 Pine Flat Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Healdsburg

At least 97 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 88 % Say people would walk alone at night

  • 85 % Say there are sidewalks

  • 80 % Say yards are well-kept

  • 79 % Say there's holiday spirit

  • 78 % Say streets are well-lit

  • 75 % Say they plan to stay for at least 5 years

  • 73 % Say it's walkable to restaurants

  • 73 % Say car is needed

  • 73 % Say kids play outside

  • 70 % Say parking is easy

  • 66 % Say it's quiet

  • 66 % Say neighbors are friendly

  • 63 % Say there's wildlife

  • 62 % Say it's walkable to grocery stores

  • 56 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Melissa Langlois
    "Lots of neighborhood dog walking, all sidewalks, everyone is respectful with picking up after their dogs "
    0
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  • Whitteelucida
    "Good schools, concerned, parents, and safe playgrounds. A little isolated so trips to San Francisco or even Petaluma or Santa Rosa or Santa Rafael would be a good idea. "
    0
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  • Heather Cheda
    "Definitely! Always see people out walking with their dogs and playing with them in various parks. It’s a very dog friendly town. "
    0
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  • Whitney Lewis
    "Downtown has a grass area with a fountain that’s great for kids. Good schools. Good parks. The town feels very safe."
    0
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  • Jazmin A.
    "It’s very quiet and safe here. Lots of friendly people, hiking trails, community support. I love it here "
    0
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  • Abel M.
    "this is a really lovely place to live oft you want to retire or of you love the wine country and school district are really helpful "
    2
    Flag
  • Heather
    "We all know each other and look after one another. Nice, quiet, close knit community. Easy access to SF, the coast and other parts of CA"
    1
    Flag
  • Summerl0ve
    "Great neighborhood, close to parks, schools etc. with a neighborly feel & feeling of safety! I would feel comfortable having a loved one living in this neighborhood! "
    0
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  • Trulia User
    "Great place to raise kids. It’s a beautiful town and it’s got some of the best wine in the world. What’s not to love?"
    0
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  • Annette
    "Music in the Plaza, Saint Paddy’s day parade, Friday night art in the street, the lighting of the tree, and all the wonderful things they put on in the plaza throughout the year"
    1
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  • Trulia User
    "Safe and friendly neighbors make the children outgoing, funny and creative. We always have family fun events, inclusive to all cultures as well."
    0
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  • Sarah P
    "Its a nice place to live if you can afford it. Safe and inviting. Touristy but still has a local flair."
    0
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  • Fitch Mountain resident
    "I’m up the north side of Fitch mountain near Villa Chantecleer so a car or scooter is required. It’s only 12 minutes to the quaint Healdsburg plaza, 4 minutes to Big John and Garrett’s Ace hardware, and 15 to the upscale Oliver’s grocery store in Windsor. . "
    3
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  • Sarah P
    "Ive lived in Healdsburg most of my life. Live with a friend who boight her home in early 90.s. Nice neighbors. Walk my daughter to school. It has become a little pricey to live here but its worth it if you have the means."
    0
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  • Patti_poo22
    "holiday events on the town green. beautiful country scenery. elaborate dinners with friends with great local wine and food."
    0
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  • Kimzander83
    "I live here and love it the neighborhood is clean safe and friendly the homes are very nice inside the neighbors are fun and enjoy hanging out with one another "
    2
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  • Spencerchaffey
    "I’ve lived in this small town for two years, the people are friendly and communal. I love the lively atmosphere that permeates everywhere around the square. "
    1
    Flag
  • Brown
    "Healdsburg has a true sense of community, people say hello and during the week the pace is great. Weekends are different as there are many tourists."
    1
    Flag
  • Samanthacav
    "The people that live here and the bustling downtown make Healdsburg truly unique. There is a small town feel but you aren’t too far from a big city"
    1
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  • Candida
    "Weekend City feel, week day country feel. A community of participation. Bike, walk everywhere. Great Restaurants and Galleries. Movies and Theater, Tuesday Music on the Square, Great Farmers Market."
    1
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LGBTQ Local Legal Protections

Lisa A Albertson, Vanguard Properties, (707) 395-3000
Agent Phone: (415) 450-7768
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.
4395 Pine Flat Road, Healdsburg, CA 95448 is a 5 bedroom, 6 bathroom, 6,925 sqft single-family home built in 1988. This property is currently available for sale and was listed by BAREIS on Mar 4, 2026. The MLS # for this home is MLS# 326017030.