4375 Pine Flat Rd, Healdsburg, CA 95448
OFF MARKET

$4,099,100

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

4375 Pine Flat Rd, Healdsburg, CA 95448

Est. Refi. Payment $26,495/mo*
Refinance Your Home
Currently Off Market - Sold May 7, 2009 for $2,742,500

Home Value

Trulia Estimate
$4.1M
Since last month
Decreased$30K (-0.7%)
Since last year
Increased$164K (+4.1%)
Since last sale
Increased$1M (+50.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +12% in the last 10 years
MonthEstimated value
2026
September 2026$4.13M
August 2026$4.16M
July 2026$4.09M
June 2026$4.25M
May 2026$4.12M
April 2026$4.07M
March 2026$3.92M
February 2026$3.97M
January 2026$3.96M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
7618 Highway 128, Healdsburg, CA
0.71
Single-Family Home
$1,235,000
08/03/26
2
1
1,140
5255 Pine Flat Rd, Healdsburg, CA
0.64
Single-Family Home
$400,500
12/15/25
1
1
-
4100 W Soda Rock Ln, Healdsburg, CA
2.34
Single-Family Home
$2,200,000
08/14/26
3
2
1,870
Address Not Disclosed, Healdsburg, CA
4.55
Single-Family Home
$6,700,000
09/11/26
4
5.5
6,167
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
367 Arabian Way, Healdsburg, CA
4.07
Single-Family Home
$1,150,000
09/17/26
5
3
2,498

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4395 Pine Flat Road, Healdsburg, CA 95448
0.11
$7,950,000
5
5.5
6,925
For Sale
4455 Pine Flat Rd, Healdsburg, CA 95448
0.20
-
-
-
-
Off Market
4505 Pine Flat Rd, Healdsburg, CA 95448
0.35
$2,401,300
1
2
2,110
Off Market
7394 Highway 128, Healdsburg, CA 95448
0.46
$2,920,300
3
1
2,992
Off Market
6805 Red Winery Rd, Geyserville, CA 95448
0.49
$2,705,500
11
4
3,248
Off Market
6552 Red Winery Rd, Geyserville, CA 95441
0.55
$5,002,700
3
4
4,973
Off Market
3950 Pine Flat Rd, Healdsburg, CA 95448
0.55
$819,800
2
2
1,242
Off Market
6376 Red Winery Rd, Geyserville, CA 95441
0.59
$2,195,100
3
3
3,140
Off Market
3700 Pine Flat Rd, Healdsburg, CA 95448
0.61
$3,648,800
3
2
1,455
Off Market
6400 Red Winery Rd, Geyserville, CA 95441
0.61
$5,061,600
4
4.5
3,828
Off Market
7752 Highway 128, Healdsburg, CA 95448
0.61
$2,486,000
3
2
2,115
Off Market
7622 Highway 128, Healdsburg, CA 95448
0.62
$1,934,900
1
1
1,670
Off Market
6476 Red Winery Road, Geyserville, CA 95441
0.62
$3,300,000
3
3
2,379
Recently Sold
6476 Red Winery Road, Geyserville, CA 95441
0.62
$3,300,000
3
3
2,379
Recently Sold
7150 Highway 128, Healdsburg, CA 95448
0.63
$2,147,700
3
3.5
2,309
Off Market
5255 Pine Flat Rd, Healdsburg, CA 95448
0.64
$400,500
1
1
-
Recently Sold
6117 Red Winery Rd, Geyserville, CA 95441
0.68
$2,392,800
4
4
2,500
Off Market
3680 Pine Flat Rd, Healdsburg, CA 95448
0.69
$1,742,700
7
1
3,574
Off Market
0 Pine Flat Rd Road, Healdsburg, CA 95448
0.69
-
-
-
-
Off Market
6525 Red Winery Rd, Healdsburg, CA 95448
0.71
$4,282,400
4
2
1,207
Off Market

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

Built in 1999
9.98 acre lot
5,596 sqft
$733/sqft

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,099,100.

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 and Tax history

DateEventPrice
May 7, 2009
Source: N/A
Sold
$2,742,500
Dec 22, 2008
Source: Agent Provided
ListingRemoved
$2,995,000
Nov 21, 2008
Source: Agent Provided
PriceChange
$2,995,000
Price decreased by 12%
Sep 17, 2008
Source: Agent Provided
PriceChange
$3,395,000
Price decreased by 3%
Aug 12, 2008
Source: Agent Provided
PriceChange
$3,495,000
Price decreased by 13%

Market trends in Healdsburg

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
105
1MoM

Around this home

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 kids play outside

  • 72 % Say car is needed

  • 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

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 $4,099,100.
  • 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 balanced 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.

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Explore by feature - Outdoor Space

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