933 Benjamin Way, Healdsburg, CA 95448
Property image
Property image
OFF MARKET

$1,391,700

Trulia Estimate
as of Sep 9, 2026
  • 3 Beds
  • 2 Baths
  • 2,100 sqft

933 Benjamin Way, Healdsburg, CA 95448

Home Highlights

Single-Family Home
2,100 sqft
$663/sqft

Local Information

  • Map ViewExplore the area around 933 Benjamin Way.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Healdsburg Lease; charming residence, move-in ready, unfurnished and nestled conveniently at the foot of North Fitch Mountain, close to the downtown Healdsburg Plaza and the renowned Dry Creek Valley. Immerse yourself in the vibrant world-class small town life, with easy access to the Plaza, fine dining, wine tasting, shopping, and reputable schools. Step into an expansive living area blanketed in natural light, where the warm ambiance seamlessly blends with the picturesque outdoors and valley views. Three cozy bedrooms, an additional versatile bonus room, hardwood flooring, and a cozy gas fireplace, this home harmoniously accommodates. Perched on a private road, the view presents a panoramic vista from every window, enveloping you in a 360-degree visual feast. Embrace serenity with the peace of the surrounding acre of untouched woodlands. Two decks extend an invitation to soak in the sweeping expanse of Healdsburg valley below and sunset displays. For those who relish the proximity to downtown excitement while savoring moments of solace, this residence perfectly caters to you. Equipped with dual-zone central heating/AC, smart switches, two refrigerators, and upgraded appliances you'll reside comfortably all year round.

Renter to pay for utilities and renter insurance. Pets negotiable. Security Deposit of $9,000.
933 Benjamin Way, Healdsburg, CA 95448 is a 3 bedroom, 2 bathroom, 2,100 sqft single-family home. It last sold for $820,000 on May 12, 2017 (18,327% above the $4,450 asking price). More recently, it was listed as a rental in February 2025 with an asking price of $4,450 per month. That rental listing was removed on February 28, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,391,700, with a rent estimate of $6,367/month.

Home Details for 933 Benjamin Way

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Detached, On Site

Comparable Sales for 933 Benjamin Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
531 Jachetta Court, Healdsburg, CA
0.28
Single-Family Home
$1,425,000
04/03/26
3
2
1,446 sqft
1026 Sunset Drive, Healdsburg, CA
0.29
Single-Family Home
$1,130,000
08/24/26
3
2.5
1,790 sqft
911 Harold Ln, Healdsburg, CA
0.45
Single-Family Home
$810,000
02/17/26
3
2
1,335 sqft
860 March Avenue, Healdsburg, CA
0.38
Single-Family Home
$1,050,000
08/11/26
3
2.5
2,170 sqft
1870 N Fitch Mountain Road, Healdsburg, CA
0.45
Single-Family Home
$905,000
07/20/26
3
2
1,354 sqft
1042 Harold Lane, Healdsburg, CA
0.43
Single-Family Home
$1,150,000
02/20/26
3
2
1,626 sqft
922 Sunnyside Dr, Healdsburg, CA
0.29
Single-Family Home
$850,000
12/12/25
3
1
1,271 sqft
14885 Mcdonough Heights Road, Healdsburg, CA
0.52
Single-Family Home
$850,000
07/07/26
2
2
1,720 sqft
1100 Sunnyside Drive, Healdsburg, CA
0.32
Single-Family Home
$1,550,000
07/14/26
4
2.5
2,135 sqft
787 Rose Lane, Healdsburg, CA
0.50
Single-Family Home
$910,000
09/08/26
3
2
1,092 sqft

Nearby homes

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Rental Market Trends in Healdsburg

Last updated Sep 2026
Trulia Rent Estimate$6,367/mo
Average rent
$4.2K
$100MoM
Available listings
40
View rental market trends in Healdsburg, CA

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

Price and Tax history

DateEventPrice
Feb 28, 2025
Source: Zillow Rentals
ListingRemoved
$4,450
Feb 14, 2025
Source: Zillow Rentals
Listed For Rent
$4,450
Feb 13, 2025
Source: Zillow Rentals
ListingRemoved
$4,600
Oct 4, 2024
Source: Zillow Rentals
PriceChange
$4,600
Price decreased by 6%
Sep 5, 2024
Source: Zillow Rentals
PriceChange
$4,900
Price decreased by 6%

Frequently asked questions about 933 Benjamin Way

  • What is 933 Benjamin Way estimated to be worth?
    Trulia's estimated value for 933 Benjamin Way in Healdsburg, CA is $1,391,700.
  • What is the price history for 933 Benjamin Way?
    933 Benjamin Way in Healdsburg, CA last sold for $820,000 in May 2017.
  • 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 933 Benjamin Way have air conditioning?
    Yes, 933 Benjamin Way in Healdsburg, CA has air conditioning.
  • Does 933 Benjamin Way have laundry facilities?
    Yes, 933 Benjamin Way in Healdsburg, CA has in-unit laundry.

Homes for rent near 933 Benjamin Way

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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