423 Matheson Street

This landmark Healdsburg residence, set along a storybook stretch of downtown Healdsburg, strikes the perfect balance of distinctive architectural style with modern sensibility. Historic Matheson Street is a highly coveted address consistently celebrating the city's most valuable and sought-after real estate. Stately 3BR Queen Anne home embodies its classic character with design-forward interiors, single-level living and an adaptable floor plan. Elegant living room and formal dining room grace the entry with distinctive moldings, soaring coved ceilings, and generous windows that frame sun filled interiors, while an adjacent lounge or den provides an intimate space for TV, games, or pre-dinner gatherings. At the heart of the home, a beautifully renovated kitchen features a large central island with prep sink, abundant custom cabinetry, pantry storage, and premium Viking appliances. The serene primary suite overlooks the rear garden and sauna and features a fireplace, sitting area, and direct access to the deck. Two additional bedrooms with ensuite bath in one and the other has a convenient half-bath. Generous laundry room with kitchen office adds everyday convenience, while a basement provides generous storage space and fully racked wine cellar. Set on nearly one-third of an acre, the grounds offer space for gardens and ample parking, an amenity rare for in-town properties. A driveway along the side of the main home leads to an open auto court at the rear of the property, and an additional two-level residence expands the livability of this property. Interior stairs connect a beautifully appointed ADU, with full bath, modern kitchen, and garden access to a spacious room with full bath downstairs, providing generous guest accommodation, income opportunity, or dynamic live-work compound in the heart of town. Located just two blocks from boutiques, galleries and celebrated dining surrounding Healdsburg Plaza, immersed in the best of Healdsburg living. A rare in-town opportunity, just steps to the Plaza, where enduring architecture and gracious design elevate modern living.

Days on Market

33 days

Current Status

Contingent

Original Price

$2,875,000

List Price

$2,875,000

On Market Date

Mar 4, 2026

Contingent Date

Apr 2, 2026

Property Type

Single Family Residence

Area

Healdsburg

Zip Code

95448

MLS ID

326014169

APN

002-201-042-000

Year Built

1905

Stories in Building

Unavailable

Possession

Close Of Escrow

Data Source

BAREIS

Origin MLS System

Bed

3

Bath

4 (2/2)

Soaking Tub, Tub w/Shower Over

Parking

6

Uncovered Parking Spaces 2+, See Remarks

SQ FT

3,696

SQ FT Source

Not Verified

Lot SQ FT

13,081.0

Lot Acres

0.3003 Acres

Kitchen

Island w/Sink, Pantry Cabinet, Slab Counter, Stone Counter

Cooling

Central

Dining Room

Formal Area

Flooring

Wood

Fire Place

Dining Room, Primary Bedroom, Other

Heating

Central

Laundry

Dryer Included, Inside Room, Washer Included

Upper Level

Street Entrance

Main Level

Bedroom(s), Dining Room, Full Bath(s), Kitchen, Living Room, Primary Bedroom, Partial Bath(s)

Possession

Close Of Escrow

Architectural Style

Victorian, See Remarks

Fee

$0

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.