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.
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LAST UPDATED
|
3/4/2026
|
YEAR BUILT
|
1988
|
|
COMMUNITY
|
Healdsburg
|
GARAGE SPACES
|
3.0
|
|
COUNTY
|
Sonoma
|
STATUS
|
Active
|
|
PROPERTY TYPE(S)
|
Single Family
|
|
|
| AIR |
Central Air |
| AIR CONDITIONING |
Yes |
| APPLIANCES |
Built-In Refrigerator, Dishwasher, Double Oven, Gas Cooktop, Microwave |
| AREA |
Healdsburg |
| BATHS FULL |
5 |
| BATHS PARTIAL |
1 |
| EXTERIOR |
Balcony, Covered Courtyard, Outdoor Kitchen, Uncovered Courtyard |
| FIREPLACE |
Yes |
| GARAGE |
Yes |
| HEAT |
Central |
| INTERIOR |
Cathedral Ceiling(s), Cathedral Ceiling(s), Kitchen Island, Master Downstairs, Storage, Walk-In Closet(s), Walk-In Closet(s), Wet Bar |
| LISTING TYPE |
Sale |
| LOT |
10.42 acre(s) |
| LOT DESCRIPTION |
Garden, Irregular Lot, Landscaped, Private |
| PARKING |
Detached, Enclosed, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Front, RV Access/Parking, Gated, Paved, Driveway |
| POOL |
Yes |
| POOL DESCRIPTION |
Pool Cover, Private |
| SEWER |
Septic Tank |
| STORIES |
2 |
| STYLE |
Mediterranean |
| UTILITIES |
Electricity Connected, Propane |
| VIEW |
Yes |
| VIEW DESCRIPTION |
Hills, Mountain(s), Panoramic, Valley, Vineyard |
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Listing provided by Lisa A Albertson, Vanguard Properties
Listing information deemed reliable but not guaranteed. Copyright 2026 Bay Area Real Estate Information Services, Inc. All Right Reserved.
This IDX solution is (c) Diverse Solutions 2026.
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