809 Benjamin Way, Healdsburg, CA 95448
OFF MARKET

809 Benjamin Way
Healdsburg, CA 95448

  • 4 Beds
  • 3.5 Baths
  • 4,000 sqft (on 0.48 acres)

$2,754,500

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $16,505/mo*
Refinance Your Home

$2,754,500

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $16,505/mo*
Refinance Your Home
4 Beds
3.5 Baths
4,000 sqft
(on 0.48 acres)

Home Value

Trulia Estimate
$2.75M
Since last month
Decreased$111K (-3.9%)
Since last year
Decreased$25K (-0.9%)
Since last sale
Increased$1M (+111.9%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$2.75M
July 2026$2.83M
June 2026$2.87M
May 2026$2.79M
April 2026$2.77M
March 2026$2.71M
February 2026$2.66M
January 2026$2.58M
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
810 Revel Road, Healdsburg, CA
0.08
Single-Family Home
$2,500,000
05/04/26
4
3
3,938
433 Tee Court, Healdsburg, CA
0.51
Single-Family Home
$2,850,000
06/16/26
4
3.5
4,000
446 Tee Court, Healdsburg, CA
0.48
Single-Family Home
$2,400,000
04/01/26
4
3
2,762
1100 Sunnyside Drive, Healdsburg, CA
0.41
Single-Family Home
$1,550,000
07/14/26
4
2.5
2,135
401 Fairway Court, Healdsburg, CA
0.59
Single-Family Home
$1,700,000
04/22/26
4
3
2,521
803 Benjamin Way, Healdsburg, CA
0.03
Single-Family Home
$1,200,000
06/24/26
1
3
1,316
1003 Sunnyside Drive, Healdsburg, CA
0.38
Single-Family Home
$2,350,000
10/03/25
5
5.5
3,252
421 Tee Drive, Healdsburg, CA
0.57
Single-Family Home
$1,330,250
06/04/26
4
2
1,877
528 Sanns Lane, Healdsburg, CA
0.58
Single-Family Home
$1,299,999
03/20/26
4
2
2,080
531 Jachetta Court, Healdsburg, CA
0.35
Single-Family Home
$1,425,000
04/03/26
3
2
1,446

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
817 Benjamin Way, Healdsburg, CA 95448
0.02
$1,647,000
2
1.5
1,170
Off Market
816 Revel Road, Healdsburg, CA 95448
0.05
$3,003,600
5
5
4,076
Off Market
810 Revel Road, Healdsburg, CA 95448
0.08
$2,500,000
4
3
3,938
Recently Sold
775 Benjamin Way, Healdsburg, CA 95448
0.14
$9,300,000
4
4
4,000
For Sale
151 Sawmill Circle #103, Healdsburg, CA 95448
0.19
$799,000
Studio
1
573
For Sale
131 Sawmilll Circle #101, Healdsburg, CA 95448
0.19
$1,795,000
2
2.5
1,915
Recently Sold
0 Dutcher Creek Road, Healdsburg, CA 95448
0.19
$3,350,000
-
-
-
For Sale
171 Sawmilll Circle #203, Healdsburg, CA 95448
0.19
$2,550,000
2
2.5
1,854
Recently Sold
151 Sawmilll Circle #204, Healdsburg, CA 95448
0.19
$1,895,000
1
2
1,368
For Sale
171 Sawmilll Circle #202, Healdsburg, CA 95448
0.19
$2,750,000
2
2.5
1,854
For Sale
151 Sawmill Circle #402, Healdsburg, CA 95448
0.19
$7,295,000
3
3.5
3,186
For Sale
151 Sawmill Circle #105, Healdsburg, CA 95448
0.19
$4,650,000
3
3.5
3,260
For Sale

Local Information

  • Map ViewExplore the area around 809 Benjamin Way.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Lot Size
0.48 acres
Living Area
4,000 sqft
Price/Sqft
$689
Parking
Garage

About this House

Desirable Healdsburg...what are you waiting for? Indulge yourself with privacy close in to the Healdsburg Plaza with stunning panoramic VIEWS on 1/2+/- acre on city services. The best of all worlds-- a gorgeous remodeled home w/ expansive, usable outdoor space including a lovely garden & entertaining areas. The 3000+ bottle wine cellar is just the beginning. This is not a drive by; you must see inside to appreciate this custom home's beauty.
809 Benjamin Way, Healdsburg, CA 95448 is a 4 bedroom, 4 bathroom, 4,000 sqft single-family home built in 1986. It last sold for $1,300,000 on Oct 16, 2015. It is currently off market. The Trulia Estimate is $2,754,500, with a rent estimate of $6,073/month.

Home Details for 809 Benjamin Way

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath
Heating & Cooling
Heating: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Stone, Stucco, Wood Products, MetalPatioSprinkler System
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1986Year Updated: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Modern

Community

Units in Building: 1

Lot Information

Lot Area: 0.48 acres

Price and Tax history

DateEventPrice
Oct 16, 2015
Source: N/A
Sold
$1,300,000
Jul 31, 2015
Source: Agent Provided
PriceChange
$1,274,000
Price decreased by 9%
May 22, 2015
Source: Agent Provided
Listed For Sale
$1,400,000
Jun 26, 2001
Source: N/A
Sold
$675,000
Apr 14, 1999
Source: N/A
Sold
$435,000

Market trends in Healdsburg

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
104
2MoM
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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
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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
    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
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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
    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
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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
    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

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Homes for sale near 809 Benjamin Way

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Off Market Homes Near 809 Benjamin Way

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Frequently asked questions about 809 Benjamin Way

  • What is 809 Benjamin Way estimated to be worth?
    Trulia's estimated value for 809 Benjamin Way in Healdsburg, CA is $2,754,500.
  • What is the price history for 809 Benjamin Way?
    809 Benjamin Way in Healdsburg, CA last sold for $1,300,000 in October 2015.
  • 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 809 Benjamin Way have laundry facilities?
    Yes, 809 Benjamin Way in Healdsburg, CA has in-unit laundry.
  • How big is the lot at 809 Benjamin Way?
    The lot at 809 Benjamin Way in Healdsburg, CA is about 0.48 acres (20,908 sq ft).