21 Hillside Avenue

Off Market

21 Hillside Avenue

Kentfield CA 94904

3083 sq. ft.

18382 sq. ft.

Single-Family

Last sold for $2,850,000

Michael Milano, last sold this property on 10 August 2026 after 91 days on market.

Overview

Set in the highly desirable flats of Kentfield, this thoughtfully updated residence offers the rare combination of scale, functionality, and inviting outdoor living. With 5 bedrooms, 3.5 baths, and an expansive layout, the home is designed to accommodate both everyday comfort and larger-scale entertaining. The floor plan is practical and well proportioned, with 4 bedrooms located on the upper level, including the primary suite. On the main level, the living spaces and kitchen connect easily to the outdoor areas, creating a natural flow for dining, relaxing, and gathering. Outdoor amenities are a standout, with a wraparound Ipe deck, outdoor fireplace, built-in outdoor kitchen with bluestone counters, pool, and hot tub, all surrounded by mature landscaping, hardscaping, irrigation, and lighting. The setting feels private and serene while remaining close to the conveniences that make Kentfield so sought after. Additional features include a 3-car garage, a spacious recreation room with a half bath, a wine cellar, and substantial storage throughout.

Features

5 bedrooms

4 bathrooms

5 carspaces

2 garage spaces

3083 sq. ft. floor area

18382 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Kentfield over the last 12 months, the estimated median property value of 21 Hillside Avenue is $3.71m.

Median value

$3.71m

Estimated value range

$2.15m - $10.5m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Kentfield. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 21 Hillside Avenue

2026

Sold

$2,850,000

10 Aug 2026 by Michael Milano, of Own Marin

2021

Sold

$2,900,000

21 May 2021 by Jenn Pfeiffer, of Corcoran Icon Properties

Happy sellers in Kentfield

We have insufficient information to provide an overview of customer satisfaction for Kentfield. Viewing the agent profiles, reviews and sales for Kentfield can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Kentfield

In the last 12 months, 11 five-bedroom single-family properties similar to 21 Hillside Avenue, have been sold.

This represents a 50% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Kentfield for a market analysis.

Dimitri Rigopoulos

at Vanguard Properties

(12 reviews)

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Theresa Crisler

at Sotheby's International Realty - Wine Country Brokerage

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Lennart Persson

at Intero Real Estate Services

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Jamie Giarratana

at United Home Group

(1 review)

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Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Kentfield

Dimitri Rigopoulos

Dimitri Rigopoulos is an award winning recommended agent for Kentfield. They have 1 local sale and collected 1 local review across the last 12 months.