12111 Chalk Hill Rd, Healdsburg, CA 95448

Off market jul 2025 for $5.5M

$5,949,729

•

5,549

sq ft

12111 Chalk Hill Rd, Healdsburg, CA 95448

About this home

Escape. Entertain. Establish Roots. A Chalk Hill estate that redefines wine country living. Located in the prestigious Chalk Hill AVA, this extraordinary 268 acre estate offers scale, privacy and a rare opportunity to create a generational legacy in one of Sonoma County's most sought-after settings. With two legal parcels, it presents the flexibility to retain the property as a grand private compound or thoughtfully subdivide and sell off a portion while keeping the rest. The estate features a 5,549 sq ft main residence, an attached guest house with exercise room and wine cellar (approx. 2,000 sq ft), a charming pool house and a spacious barn with an attached caretaker's unit, perfect for multi-generational living, entertaining, or reimagining as a vineyard or equestrian retreat. Enjoy 13 acres of established vineyard, wide open pastures and ideal trails for horseback riding or ATV exploration. Two gated entrances offer ease of access and a sense of arrival, while long view corridors elevate the experience. Zoned for vacation rental use an exceptionally rare designation in this area. This is a true legacy estate with versatility, income potential and timeless beauty.

Single-familyProperty Type

1995Year Built

268 acresLot Size

$1,072Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Ryan Anderton •DRE #01946037 • Sonoma Realty Group

•707-244-7181 (agent)

•info@sonomarealtygroup.com (agent)

Listed by David Hunt •DRE #02129551 • Sonoma Realty Group

•707-888-7117 (agent)

•david@sonomarealtygroup.com (agent)

Bought with Martin Reed •DRE #02198573 • Corcoran Icon Properties

Redfin checked: 3 minutes ago

•Source:BAREIS #325033488

Redfin Estimate

$5,949,729

$450K since sold in July 2025$25K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 87.7% higher than the average sale price ($3.17M) of 6 comparable homes.

SOLD OCT 7, 2026
$3,690,000
A
4 beds4 baths4,310 sq ft
740 Shiloh Ter, Santa Rosa, CA 95403
SOLD JUN 9, 2026
$1,450,000
B
4 beds3 baths3,000 sq ft
336 Jessie Ct, Windsor, CA 95492
SOLD JUN 15, 2026
$949,000
C
4 beds3 baths2,219 sq ft
9607 Montez Ct, Windsor, CA 95492
BOUGHT WITH REDFIN OCT 7, 2026
$3,700,000
D
5 beds6 baths7,000 sq ft
777 Shiloh Cyn, Santa Rosa, CA 95403
SOLD JUN 22, 2026
$7,900,000
E
4 beds3.5 baths4,288 sq ft
2843 Wright Ranch Ln, Healdsburg, CA 95448
SOLD JUN 30, 2026
$1,325,000
F
4 beds2.5 baths2,112 sq ft
592 Peppertree Dr, Windsor, CA 95492

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,335,368

Est. take-home

List your home with Redfin and save $29,749

Rent

$10,758/mo

Redfin rental estimate

List your home for rent

Market trends in 95448, CA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

97.4%

+1.7% MoM

Median sale price

$1.1M

$181K MoM

Avg. days on market

63d

1 days MoM

Recently sold homes

1 MoM

New listings for sale

OPEN SUN, 1PM TO 3PM
$2,395,000
3 beds2.5 baths1,866 sq ft
560 Matheson St, Healdsburg, CA 95448
$10,650,000
3 beds3.5 baths2,234 sq ft
3369 Westside Rd, Healdsburg, CA 95448
OPEN SAT, 12PM TO 3PM
$2,995,000
4 beds2 baths2,520 sq ft
94 W Grant St, Healdsburg, CA 95448
(415) 325-2295
$22,000,000
12 beds13 baths15,018 sq ft
6677 - 6697 Westside Rd, Healdsburg, CA 95448
$1,160,000
2 beds2 baths1,671 sq ft
1840 Redwood Dr, Healdsburg, CA 95448
$1,050,000
4 beds3.5 baths1,955 sq ft
119 Chiquita Rd, Healdsburg, CA 95448
OPEN SUN, 1PM TO 4PM
$1,075,000
2 beds1 bath— sq ft
318 Mason St, Healdsburg, CA 95448
$2,925,000
2 beds2 baths1,249 sq ft
180 Sawmill Cir #407, Healdsburg, CA 95448
See all

Provided by Redfin

Sale history for 12111 Chalk Hill Rd

Date

Event

Price

BAREIS #325033488

Jul 15, 2025

Sold

$5,500,000

$991/sq ft

Jul 9, 2025

Pending

—

Jun 19, 2025

Price Changed

$5,250,000

$946/sq ft

Apr 16, 2025

Listed

$5,975,000

$1,077/sq ft

BAREIS #324048797

Feb 7, 2025

Sold

$5,500,000

$991/sq ft

Jan 22, 2025

Pending

—

Jun 25, 2024

Listed

$6,495,000

$1,170/sq ft

Nestled in the prestigious Chalk Hill AVA, this luxurious estate spans 268 acres with 13 acres of premium vineyards and private pond, offering unparalleled serenity and expansive views. The main residence, featuring vaulted ceilings and unrestricted views of mountains, vineyards, and valleys, includes a newly installed roof and refurbished infinity-edge pool and hot tub, creating a perfect escape or entertainer's paradise. This 5,549 sq ft home boasts four bedrooms, six bathrooms, and a private 1-bedroom guest suite above a 3-car garage, which also offers flexible space for a gym or hobby winemaking area. Additional amenities include a pool house, caretaker unit, and a large agricultural / horse barn, enhancing its appeal as a primary residence, second home, compound or equestrian ranch. Unique zoning supports vacation or short term rental, adding value as an investment, particularly with its location near Sonoma County Airport, Lake Sonoma, and Mayacama Golf Club. Just a short drive from Healdsburg Plaza, renowned wineries, and five-star dining, this property is an excellent investment, priced well below the replacement costs of the improvements alone. Don't miss out on this rare opportunity in the heart of Sonoma County's wine country.

BAREIS #323012644

Sep 15, 2023

Contingent

—

BAREIS #322040668

Dec 15, 2022

Contingent

—

Public record

Public record
Permits

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Sonoma County

APN

132-120-048-000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 10, 2022.

Apr 2, 2026 • Final

Building revision

Battery

Electrical

Solar

Dec 19, 2025 • Final

Building permit no plan check

Tear off existing shingles and install new shingles on a single-family home. No resheeting will be performed.

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking & Garage Information
Parking Total: 8
Parking Features: Attached, Covered, Enclosed, Garage Door Opener, Side-by-Side
Garage Spaces: 3
Driveway Sidewalks: Gated, Paved Driveway

Interior

Bathroom Information
# of Bathrooms (Total): 6
# of Bathrooms (Full): 4
# of Bathrooms (Partial): 2
Master Bathroom Features: Double Sinks, Radiant Heat, Soaking Tub
Other Bathroom Features: Marble

Bedroom Information
# of Bedrooms (Total): 4
Master Bedroom Features: Balcony, Walk-In Closet 2+

Heating & Cooling
Cooling: Central
Heating: Central

Interior Features
Appliances: Built-In Gas Oven, Built-In Refrigerator, Dishwasher, Hood Over Range, Ice Maker, Wine Refrigerator
Fireplaces Total: 3
Fireplace Features: Wood Burning
Flooring: Wood
Interior Features: Cathedral Ceiling, Formal Entry, Wet Bar
Laundry Features: Dryer Included, Inside Room, Sink, Washer Included
Security Features: Security Gate
# of Stories: 2

Room Information
Room Types: Den, Dining Room, Family Room, Kitchen, Laundry, Wine Cellar, Wine Storage Area, Workshop
Dining Room Features: Dining/Family Combo
Family Room Features: Deck Attached, View
Kitchen Features: Breakfast Area, Island, Island w/Sink, Kitchen/Family Combo, Pantry Closet, Slab Counter
Living Room Features: Cathedral/Vaulted, Deck Attached, Sunken, View
Levels: Multi/Split
Main Level: Dining Room
Upper Level: Bedroom(s), Full Bath(s)

Exterior

Exterior Features
Patio And Porch Features: Uncovered Patio
Allows Horses: No
Exterior Features: Balcony, BBQ Built-In, Fire Pit, Kitchen, Wet Bar
Fencing: Cross Fenced, Fenced
Roof: Shingle, Other

Pool Information
Pool Features: Built-In, Gas Heat, Gunite Construction, Pool House, Pool Sweep, Sport
Has Private Pool: Yes
Has Spa: Yes
Spa Features: Spa/Hot Tub Built-In

Property Information
ADU 2nd Unit: Yes
Property Condition: Original, Updated/Remodeled
Property Type: Residential
Property Sub Type: Single Family Residence

Lot Information
Lot Size Square Feet: 11,674,080
Lot Size Acres: 268
Lot Size Source: Owner
Lot Features: Auto Sprinkler F&R, Private, See Remarks
Other Structures: Barn(s), Guest House, Outbuilding, Storage, Workshop

Utilities

Utilities Information
Utilities: Generator, Internet Available, Underground Utilities
Sewer: Septic System
Electric: 220 Volts

Location

HOA Information
Association YN: No

Location Information
Area: Healdsburg

Community Information
Senior Community: No

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Sonoma County
APN: 132-120-048-000

Home facts updated by county records on May 10, 2022

Around this home

Schools

Brooks Elementary School

Public 3-5 • Assigned • 2.9mi

3/10

Windsor Middle School

Public 6-8 • Assigned • 2.6mi

6/10

Windsor High School

Public 9-12 • Assigned • 3.9mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.46% chance of being in a wildfire in next 30 years

4/10 Heat Factor

5 days above 93° expected this year, 10 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

9/10 Air Factor

16 unhealthy days expected this year, 17 days in 30 years

Provided by First Street

Historical weather

Healdsburg, CA • 95448

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 11.2 hours in June and 4.9 hours in December, placing it above the U.S. average for solar exposure.

11.2 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.65M – $6.84M

Reach more buyers when you sell with Redfin. Save up to $59,497 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$929,000

4 beds2.5 baths2,453 sq ft

1361 Birdie Dr, Windsor, CA 95492

$1,199,000

3 beds2.5 baths2,804 sq ft

9323 Lakewood Dr, Windsor, CA 95492

$749,000

3 beds2 baths1,262 sq ft

918 Pulteney Pl, Windsor, CA 95492

VIDEO TOUR

$2,599,000

5 beds4.5 baths4,304 sq ft

913 Turnberry Ct, Windsor, CA 95492

$725,000

4 beds2 baths2,620 sq ft

130 Anna Dr, Windsor, CA 95492

$668,000

3 beds2 baths1,099 sq ft

9549 Orion Dr, Windsor, CA 95492

New listings for sale in 95448

OPEN SUN, 1PM TO 3PMVIDEO TOUR

$2,395,000

3 beds2.5 baths1,866 sq ft

560 Matheson St, Healdsburg, CA 95448

$10,650,000

3 beds3.5 baths2,234 sq ft

3369 Westside Rd, Healdsburg, CA 95448

OPEN SAT, 12PM TO 3PM

$2,995,000

4 beds2 baths2,520 sq ft

94 W Grant St, Healdsburg, CA 95448

(415) 325-2295

$22,000,000

12 beds13 baths15,018 sq ft

6677 - 6697 Westside Rd, Healdsburg, CA 95448

$1,160,000

2 beds2 baths1,671 sq ft

1840 Redwood Dr, Healdsburg, CA 95448

$1,050,000

4 beds3.5 baths1,955 sq ft

119 Chiquita Rd, Healdsburg, CA 95448

OPEN SUN, 1PM TO 4PM

$1,075,000

2 beds1 bath— sq ft

318 Mason St, Healdsburg, CA 95448

$2,925,000

2 beds2 baths1,249 sq ft

180 Sawmill Cir #407, Healdsburg, CA 95448

Home values near 12111 Chalk Hill Rd

Data from public records.

Address	Redfin Estimate
11355 Chalk Hill Rd, Healdsburg, CA 2 Beds \| 3 Baths \| 2142 Sq. Ft.	$1,330,776
10605 Chalk Hill Rd, Healdsburg, CA 4 Beds \| 3.5 Baths \| 4217 Sq. Ft.	$4,319,494

Address	Redfin Estimate
10545 Chalk Hill Rd, Healdsburg, CA 2 Beds \| 1 Baths \| 818 Sq. Ft.	$815,012
10597 Chalk Hill Rd, Healdsburg, CA 3 Beds \| 3 Baths \| 3099 Sq. Ft.	$1,547,596

Address	Redfin Estimate
10577 Chalk Hill Rd, Healdsburg, CA 1 Beds \| 1.5 Baths \| 1000 Sq. Ft.	$1,520,189
10555 Chalk Hill Rd, Healdsburg, CA 5 Beds \| 3 Baths \| 2124 Sq. Ft.	$1,199,437

Property information provided by BAREIS when last listed in 2025. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Simi homes for sale
South Area homes for sale
Downtown Healdsburg homes for sale
Chiquita homes for sale
North Area homes for sale

Houses for rent in Healdsburg	Agents near me	Irvine, CA homes for sale	Healdsburg Housing Market
Houses for sale near me	San Diego, CA homes for sale	Fremont, CA homes for sale
Land for sale near me	San Francisco, CA homes for sale	Sacramento, CA homes for sale
Open Houses near me	Los Angeles, CA homes for sale	Healdsburg Property Records
Condos for sale near me	San Jose, CA homes for sale	CA New Listings

Rohnert Park homes for sale
Santa Rosa homes for sale
Sebastopol homes for sale