4375 Pine Flat Rd, Healdsburg, CA 95448
OFF MARKET

4375 Pine Flat Rd
Healdsburg, CA 95448

  • 5 Beds
  • 5 Baths
  • 5,596 sqft (on 9.98 acres)

$4,094,800

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $24,627/mo*
Refinance Your Home

$4,094,800

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $24,627/mo*
Refinance Your Home
5 Beds
5 Baths
5,596 sqft
(on 9.98 acres)

Local Information

  • Map ViewExplore the area around 4375 Pine Flat Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Year Built
1999
Lot Size
9.98 acres
Living Area
5,596 sqft
Price/Sqft
$732

About this House

Located near the historic Healdsburg Plaza, this custom designed hand crafted Mediterranean estate has a hillside location that takes full advantage of absolutely stunning vineyard views over a vast swath of Alexander Valley. It has 4acres planted to zin, a spring fed pond wpicnic area fire pit, a caretakers cottage detached officestudio. This is perfect for someone to add their own finishing touches personalize their dream estate.
4375 Pine Flat Rd, Healdsburg, CA 95448 is a 5 bedroom, 5 bathroom, 5,596 sqft unknown built in 1999. It last sold for $2,742,500 on May 7, 2009. It is currently off market. The Trulia Estimate is $4,094,800, with a rent estimate of $5,614/month.

Home Details for 4375 Pine Flat Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 11
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1999Year Updated: 2000
Property Type / Style
Property Type: UnknownArchitecture: Other

Exterior Features

Pool
Pool

Community

Units in Building: 1

Lot Information

Lot Area: 9.98 acres

Price History for 4375 Pine Flat Rd

DatePriceEventSource
05/07/2009$2,742,500Sold
N/A
12/22/2008$2,995,000ListingRemovedAgent Provided
11/21/2008$2,995,000PriceChange
Agent Provided
09/17/2008$3,395,000PriceChange
Agent Provided
08/12/2008$3,495,000PriceChange
Agent Provided
05/24/2008$3,995,000PriceChange
Agent Provided
04/11/2008$3,600,000Listed For SaleAgent Provided
03/06/2008$3,600,000ListingRemovedAgent Provided
02/02/2008$3,600,000Listed For SaleAgent Provided

Market trends in Healdsburg

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
102
7MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$41,416
Assessment$3,615,584
Home facts updated by county records

Comparable Sales for 4375 Pine Flat Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6476 Red Winery Road, Geyserville, CA
0.62
Single-Family Home
$3,300,000
05/22/26
3
3
2,379
6476 Red Winery Road, Geyserville, CA
0.62
Single-Family Home
$3,300,000
05/22/26
3
3
2,379
6114 Red Winery Road, Geyserville, CA
0.72
Single-Family Home
$1,600,000
04/15/26
2
1
1,300
5255 Pine Flat Rd, Healdsburg, CA
0.64
Single-Family Home
$400,500
12/15/25
1
1
1,646
5555 Highway 128, Geyserville, CA
1.71
Single-Family Home
$870,000
08/28/25
2
1
1,056
725 Lytton Springs Rd, Healdsburg, CA
3.09
Single-Family Home
$2,205,000
09/05/25
6
4
3,008
725 Lytton Station Rd, Healdsburg, CA
3.10
Single-Family Home
$2,205,000
09/05/25
4
3
1,700
175 Sagebrush Ct, Healdsburg, CA
3.71
Single-Family Home
$5,300,000
09/16/25
4
5
3,132
384 Arabian Way, Healdsburg, CA
4.07
Single-Family Home
$1,275,000
03/17/26
4
3.5
2,296
2701 Rio Lindo Ave, Healdsburg, CA
4.03
Single-Family Home
$1,515,500
07/30/26
3
1.5
1,995

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 4375 Pine Flat Rd.
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

  • 55 % 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Jazmin A.
    "It’s very quiet and safe here. Lots of friendly people, hiking trails, community support. I love it here "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Sarah P
    "Its a nice place to live if you can afford it. Safe and inviting. Touristy but still has a local flair."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • Patti_poo22
    "holiday events on the town green. beautiful country scenery. elaborate dinners with friends with great local wine and food."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
  • Results are loading
Skip to first item

Explore by feature - Pet Friendly

11 pet-friendly rentals in Healdsburg, CA

Explore by feature - Garage

16 rentals with a garage in Healdsburg, CA

Explore by feature - Air Conditioning

22 rentals with air conditioning in Healdsburg, CA

Explore by feature - Pool

13 rentals with a pool in Healdsburg, CA

Explore by feature - Washer/dryer

24 rentals with a washer/dryer in Healdsburg, CA

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Healdsburg, CA

Homes for sale near 4375 Pine Flat Rd

Skip to last item
Skip to first item

Off Market Homes Near 4375 Pine Flat Rd

Skip to last item
Skip to first item

Frequently asked questions about 4375 Pine Flat Rd

  • What is 4375 Pine Flat Rd estimated to be worth?
    Trulia's estimated value for 4375 Pine Flat Rd in Healdsburg, CA is $4,094,800.
  • What is the price history for 4375 Pine Flat Rd?
    4375 Pine Flat Rd in Healdsburg, CA last sold for $2,742,500 in May 2009.
  • Is Healdsburg a buyer's or seller's market?
    Healdsburg is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Healdsburg?
    Residents describe Healdsburg, CA as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Healdsburg, CA.
  • Does 4375 Pine Flat Rd have a pool?
    Yes, 4375 Pine Flat Rd in Healdsburg, CA has a pool.